Herbicide triazolylpyridine ketones

ABSTRACT

Triazolylpyridine ketones expressed by the following formula (1) and use thereof as herbicides.

CROSS REFERENCE TO RELATED APPLICATIONS

This application is a Divisional application of U.S. application Ser. No. 12/671,728, filed May 27, 2010, which is a §371 National Stage Application of PCT/EP2008/0006063, filed Jul. 24, 2008, which claims priority to Japanese Application No. 2007-202808, filed Aug. 3, 2007, the content of all of which are incorporated herein by reference in their entireties.

BACKGROUND OF THE INVENTION

1. Field of the Invention

This invention relates to novel triazolylpyridine ketones, use thereof as herbicides, manufacturing methods thereof, and novel intermediates thereof.

2. Description of Related Art

It is already known that some kinds of aryl ketones show action as herbicides (For example, WO 97/46530-A, WO 99/03845-A, WO 00/15615-A, and Japanese Patent Application Laid-Open (JP-A) No. 2005-60299).

DISCLOSURE OF INVENTION

However, compounds disclosed in the above publications are not sufficiently satisfactory in the effect and/or safety as herbicides.

SUMMARY

The present inventors zealously studied in order to create novel compounds having higher effects and higher safety as herbicides. As a result, novel triazolylpyridine ketones of the following formula (I), which have excellent herbicide activity and show safety to crops, and which are represented by the following formula (I), have been founded out.

In the formula, R¹ represents alkyl, cycloalkyl, cycloalkyl-alkyl, haloalkyl, alkenyl, alkynyl, aryl, aralkyl, alkoxyalkyl, cycloalkyl-alkoxyalkyl, haloalkoxyalkyl, alkenyloxyalkyl, alkynyloxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, cycloalkyl-alkylthioalkyl, cycloalkyl-alkylsulfinylalkyl, cycloalkyl-alkylsulfonylalkyl, haloalkylthioalkyl, haloalkylsulfinylalkyl, haloalkylsulfonylalkyl, alkenylthioalkyl, alkenylsulfinylalkyl, alkenylsulfonylalkyl, alkynylthioalkyl, alkynylsulfinylalkyl, alkynylsulfonylalkyl, alkoxyalkoxyalkyl, cycloalkyl-alkoxyalkoxyalkyl, haloalkoxyalkoxyalkyl, alkenyloxyalkoxyalkyl, alkynyloxyalkoxyalkyl, alkylthioalkoxyalkyl, alkylsulfinylalkoxyalkyl, alkylsulfonylalkoxyalkyl, cycloalkyl-alkylthioalkoxyalkyl, cycloalkyl-alkylsulfinylalkoxyalkyl, cycloalkyl-alkylsulfonylalkoxyalkyl, haloalkylthioalkoxyalkyl, haloalkylsulfinylalkoxyalkyl, haloalkylsulfonylalkoxyalkyl, alkenylthioalkoxyalkyl, alkenylsulfinylalkoxyalkyl, alkenylsulfonylalkoxyalkyl, alkynylthioalkoxyalkyl, alkynylsulfinylalkoxyalkyl, alkynylsulfonylalkoxyalkyl, cyclic ether-O-alkyl, cyclic ether-alkoxyalkyl, alkylsulfonylaminoalkoxyalkyl, cycloalkyl-alkylsulfonylaminoalkoxyalkyl, haloalkylsulfonylaminoalkoxyalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxy, haloalkoxy, alkoxyalkoxy, or NR²R³, R² and R³ respectively represent hydrogen or alkyl,

Q represents

R⁴ represents hydroxy, halogen, alkylthio, substituted phenylthio, substituted benzylthio, substituted-1-pyrazolyl, substituted-1-imidazolyl, 1,2,4-triazolyl-1-yl, 1H-tetrazol-1-yl or 2H-tetrazol-2-yl,

R⁵, R⁶, R⁷, R⁸, R⁹, and R¹⁰ respectively represent hydrogen or alkyl,

R⁵ and R¹⁰ together represent ethylene or —CH═CH—,

R⁷ and R⁸ together represent carbonyl,

R¹¹ represents alkyl,

R¹² represents hydrogen, alkyl, or cycloalkyl,

R¹³ represents hydrogen, alkyl, alkenyl, alkynyl, aralkyl, alkylsulfonyl, substituted phenylsulfonyl, acyl, or acylalkyl,

R¹⁴ represents alkyl or cycloalkyl, and

R¹⁵ represents hydrogen, alkoxycarbonyl, or alkylthio.

DETAILED DESCRIPTION OF A PREFERRED EMBODIMENT

Compounds of the above formula (I) of the present invention can be synthesized, for example, by means of either of the following manufacturing method (a), (b), (c), (d), (e), (f), (g), (h), (i), or (j).

Manufacturing Method (a)

In the case that compounds in which Q represents Q1 and R⁴ represents hydroxyl, or Q represents Q2 and R¹³ represents hydrogen are manufactured: a method of rearranging the compounds represented by the following formulae in the presence of a base and a cyanogen compound

In the respective formulae, R¹, R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰, R¹¹, and R¹² have the same meanings as the aforementioned.

Manufacturing Method (b)

In the case that compounds in which Q represents Q3 and R¹⁵ represents hydrogen are manufactured: a method for reacting the compounds represented by the following formulae with hydroxylamine hydrochloride

In the respective formulae, R¹ and R¹⁴ have the same meanings as the aforementioned.

Manufacturing Method (c)

In the case that compounds in which Q represents Q3 and R¹⁵ represents alkoxycarbonyl are manufactured: a method for reacting the compounds represented by the following formula (IX) with imidoyl chloride represented by the following formula (X)

In the formula, R¹ and R¹⁴ have the same meanings as the aforementioned.

In the formula, R¹⁶ represents alkoxycarbonyl.

Manufacturing Method (d)

In the case that compounds in which Q represents Q3 and R¹⁵ represents alkoxycarbonyl are manufactured: a method for reacting the compounds represented by the following formula with 1H-1,2,4-triazole in the presence of a base

In the formula, R¹, R¹⁴, and R¹⁶ have the same meanings as the aforementioned.

Manufacturing Method (e)

In the case that compounds in which Q represents Q3 and R¹⁵ represents alkylthio are manufactured: a method for reacting the compound represented by the following formula with hydroxylamine hydrochloride

In the formula, R¹ and R¹⁴ have the same meanings as the aforementioned and R¹⁷ represents alkylthio.

Manufacturing Method (f)

In the case that compounds in which Q represents Q4 are manufactured: a method for reacting the compounds represented by the following formula (XIII) with the compounds represented by the following formula (XIV) in the presence of a base

In the formula, R¹ has the same meanings as the aforementioned and X represents halogen.

In the formula, R¹⁴ has the same meanings as the aforementioned.

Manufacturing Method (g)

In the case that compounds in which Q represents Q4 are manufactured: a method for causing the ring-opening reaction of the compounds represented by the following formula in the presence of a base

In the formula, R¹ and R¹⁴ have the same meanings as the aforementioned.

Manufacturing Method (h)

In the case that compounds in which Q represents Q1 and R⁴ represents halogen are manufactured: a method for reacting the compounds represented by the following formula with a halogenating agent

In the formula, R¹, R⁵, R⁶, R⁷, R⁸, R⁹, and R¹⁰ have the same meanings as the aforementioned.

Manufacturing Method (i)

In the case that compounds in which Q represents Q1 and R⁴ represents alkylthio, substituted phenylthio, substituted benzylthio, substituted pyrazol-1-yl, substituted imidazol-1-yl, 1,2,4-triazol-1-yl, 1H-tetrazol-1-yl, or 2H-tetrazol-2-yl are manufactured: a method for reacting the compounds represented by the following formula (XVII) with the compounds represented by the following formula (XVIII)

In the formula, R¹, R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰ and X have the same meanings as the aforementioned.

R¹⁸—H  Formula (XVIII)

In the formula, R¹⁸ represents alkylthio, substituted phenylthio, substituted benzylthio, substituted pyrazol-1-yl, substituted imidazol-1-yl, 1,2,4-triazol-1-yl, 1H-tetrazol-1-yl, or 2H-tetrazol-2-yl.

Manufacturing Method (j)

In the case that compounds in which Q represents Q2 and R¹³ represents alkyl, alkenyl, alkynyl, aralkyl, alkylsulfonyl, substituted phenylsulfonyl, acyl, or acylalkyl are manufactured: a method for reacting the compounds represented by the following formula (XIX) with the compounds represented by the following formula (XX)

In the formula, R¹, R¹¹, and R¹² have the same meanings as the aforementioned.

R¹⁹—X  Formula (X)

In the formula, X has the same meanings as the aforementioned, and R¹⁹ represents alkyl, alkenyl, alkynyl, aralkyl, alkylsulfonyl, substituted phenylsulfonyl, acyl, or acylalkyl.

The triazolylpyridine ketones of formula (I) provided by the present invention show stronger herbicide action than any of compounds described in the above prior art documents and have extremely superior effects as selective herbicides that do not substantially cause phytotoxicity to crops, especially effective to the general of broad-leaved weeds such as morning glories, knotweed, nightshade, fat hen, velvet leaf, amaranthus or the like, and effective to warm-season gramineous weeds such as livid amaranthus, green bristle grass, southern crabgrass, wire grass or the like, and show extremely excellent effects as herbicides for dry field crops such as wheat, corn or the like.

In the present specification, “Alkyl”, for example, shows normal chain or branched chain C₁₋₁₂ alkyl such as methyl, ethyl, n- or iso-propyl, n-, iso-, sec-, or tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl or the like, and is preferably C₁₋₆ alkyl.

Moreover, for respective alkyl parts in respective groups having alkyls as a part of configuration, ones similar to those explained in the above “alkyl” can be exemplified.

“Acylamino”, for example, shows alkylcarbonylamino, cyclopropylcarbonylamino, and benzoylamino, and here, as for alkyl part, alkyl having the same meanings as those explained in the above “alkyl” can be exemplified.

“Halogen” and respective halogen parts in respective halogen substituted groups show fluorine, chlorine, bromine, and iodine, and preferably show fluorine, chlorine, and bromine.

“Cycloalkyl” and the cycloalkyl part in a group having cycloalkyl as a part of configuration show C₃₋₈ cycloalkyl such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl or the like, and preferably show C₃₋₇ cycloalkyl.

“Alkenyl” and the alkenyl part in a group having alkenyl as a part of configuration show C₂₋₅ alkenyl such as vinyl, allyl, 1-propenyl, 1- (or 2-, or 3-)butenyl, 1-pentenyl or the like, and preferably show C₂₋₄ alkenyl.

“Alkynyl” and the alkynyl part in a group having alkynyl as a part of configuration show C₂₋₅ alkynyl such as ethynyl, propargyl, 1-propynyl, butan-3-ynyl, pentan-4-ynyl or the like, and preferably show C₂₋₄ alkynyl.

“Aryl” and the aryl part of “aralkyl” show C₆₋₁₂ aryl such as phenyl, tolyl, xylyl, naphthyl, biphenylyl or the like, and preferably show C₆₋₈ aryl. Preferred examples of “aralkyl” include benzyl, α-methylbenzyl, and phenethyl.

In the compounds of formula (I) of the present invention, the following compounds are preferred in which

R¹ represents C₁₋₆ alkyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₁₋₂ alkyl, C₁₋₆ haloalkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₆₋₁₂ aryl, C₆₋₁₂ aryl-C₁₋₂ alkyl, C₁₋₆ haloalkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkoxy-C₁₋₄ alkyl, C₂₋₆ alkenyloxy-C₁₋₄ alkyl, C₂₋₆ alkynyloxy-C₁₋₄ alkyl, C₁₋₆ alkylthio-C₁₋₄ alkyl, C₁₋₆ alkylsulfinyl-C₁₋₄ alkyl, C₁₋₆ alkylsulfonyl-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylthio-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₁₋₆ haloalkylthio-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₁₋₆ haloalkylthio-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfinyl-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfonyl-C₁₋₄ alkyl, C₂₋₆ alkenylthio-C₁₋₄ alkyl, C₂₋₆ alkenylsulfenyl-C₁₋₄ alkyl, C₂₋₆ alkenylsulfonyl-C₁₋₄ alkyl, C₂₋₆ alkynylthio-C₁₋₄ alkyl, C₂₋₆ alkynylsulfinyl-C₁₋₄ alkyl, C₂₋₆ alkynylsulfonyl-C₃₋₄ alkyl, C₁₋₆ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkenyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkynyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkenylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkenylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkenylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkynylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkynylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkynylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₅ cyclic ether-O—C₁₋₄ alkyl, C₂₋₅ cyclic ether-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, C₁₋₆ alkoxy, C₁₋₆ haloalkoxy, C₁₋₆ alkoxy-C₁₋₄ alkoxy, or NR²R³, R² and R³ respectively represent hydrogen or C₁₋₆ alkyl, Q represents

R⁴ represents hydroxy, halogen, C₁₋₆ alkylthio, substituted phenylthio, substituted benzylthio, substituted-1-pyrazolyl, substituted-1-imidazolyl, 1,2,4-triazol-1-yl, 1H-tetrazol-1-yl, or 2H-tetrazol-2-yl,

R⁵, R⁶, R⁷, R⁸, R⁹, and R¹⁰ respectively represent hydrogen or C₁₋₆ alkyl,

R⁵ and R¹⁰ together represent ethylene or —CH═CH—,

R⁷ and R⁸ together represent carbonyl,

R¹¹ represents C₁₋₆ alkyl,

R¹² represents hydrogen, C₁₋₆ alkyl, or C₃₋₈ cycloalkyl,

R¹³ represents hydrogen, C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₆₋₁₀ aryl-C₁₋₂ alkyl, C₁₋₆ alkylsulfonyl, substituted phenylsulfonyl, C₁₋₆ alkylcarbonyl, benzoyl, heteroarylcarbonyl, C₁₋₆ alkyl-carbonyl-C₁₋₄ alkyl, benzoyl-C₁₋₄ alkyl, or heteroarylcarbonyl-C₁₋₄ alkyl,

R¹⁴ represents C₁₋₆ alkyl or C₃₋₈ cycloalkyl, and R¹⁵ represents hydrogen, C₁₋₆ alkoxy-carbonyl or C₁₋₆ alkylthio.

Among the compounds of formula (I), the following compounds are especially preferred in which

R¹ represents C₁₋₄ alkyl, C₃₋₇ cycloalkyl, C₃₋₇ cycloalkyl-C₁₋₂ alkyl, C₁₋₄ haloalkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₆₋₈ aryl, C₆₋₈ aryl-C₁₋₂ alkyl, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyloxy-C₁₋₄ alkyl, C₂₋₄ alkynyloxy-C₁₋₄ alkyl, C₁₋₄ alkylthio-C₁₋₄ alkyl, C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₁₋₄ haloalkylthio-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonyl-C₁₋₄ alkyl, C₂₋₄ alkenylthio-C₁₋₄ alkyl, C₂₋₄ alkenylsulfinyl-C₁₋₄ alkyl, C₂₋₄ alkenylsulfonyl-C₁₋₄ alkyl, C₂₋₄ alkynylthio-C₁₋₄ alkyl, C₂₋₄ alkynylsulfinyl-C₁₋₄ alkyl, C₂₋₄ alkynylsulfonyl-C₁₋₄ alkyl, C₁₋₄ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ cyclic ether-O—C₁₋₄ alkyl, C₂₋₄ cyclic ether-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylthio, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄ alkoxy-C₁₋₄ alkoxy or NR²R³,

R² and R³ respectively represent hydrogen or C₁₋₄ alkyl, Q represents

R⁴ represents hydroxy, halogen, C₁₋₄ alkylthio, substituted phenylthio, substituted benzylthio, substituted-1-pyrazolyl, substituted-1-imidazolyl, 1,2,4-triazol-1-yl, 1H-tetrazol-1-yl, or 2H-tetrazol-2-yl,

R⁵, R⁶, R⁷, R⁸, R⁹ and R¹⁰ respectively represent hydrogen or C₁₋₄ alkyl, R⁵ and R¹⁰ together represent ethylene or —CH═CH—,

R⁷ and R⁸ together represent carbonyl,

R¹¹ represents C₁₋₄ alkyl,

R¹² represents hydrogen, C₁₋₄ alkyl, or C₃₋₇ cycloalkyl,

R¹³ represents hydrogen, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₆₋₈ aryl-C₁₋₂ alkyl, C₁₋₄ alkylsulfonyl, substituted phenylsulfonyl, C₁₋₄ alkylcarbonyl, benzoyl, heteroarylcarbonyl, C₁₋₄ alkyl-carbonyl-C₁₋₄ alkyl, benzoyl-C₁₋₄ alkyl, or heteroarylcarbonyl-C₁₋₄ alkyl,

R¹⁴ represents C₁₋₄ alkyl or C₃₋₇ cycloalkyl, and R¹⁵ represents hydrogen, C₁₋₄ alkoxy-carbonyl or C₁₋₄ alkylthio.

The case in which, for example, 3-oxo-1-cyclohexen-1-yl 2-methyl-6-(1H-1,2,4-triazole-1-yl)nicotinate is used as a raw material and acetocyanhydrin is used as a cyanogen compound in the manufacturing method (a) can be represented by the following reaction formula.

The case in which, for example, 1-cyclopropyl-2-[(dimethylamino)methylene]-3-(2-methyl-6-(1H-triazol-1-yl)pyridin-3-yl)propan-1,3-dione and hydroxylamine hydrochloride are used as raw materials in the manufacturing method (b) can be represented by the following reaction formula.

The case in which, for example, 1-cyclopropyl-3-(2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl)propan-1,3-dione and ethyl chlorooxyimidoacetate are used as raw materials in the manufacturing method (c) can be represented by the following reaction formula.

The case in which, for example, ethyl 4-[(6-chloro-2-methylpyridin-3-yl)carbonyl]-5-cyclopropylisooxazole-3-carboxylic acid ester and triazole are used as raw materials and, for example, potassium carbonate is used as a base in the manufacturing method (d) can be represented by the following reaction formula.

The case in which, for example, 2-[bis(methylthio)methylene]-1-cyclopropyl-3-[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]-1-propan-1,3-dione and hydroxylamine hydrochloride are used as raw materials in the manufacturing method (e) can be represented by the following reaction formula.

The case in which, for example, 2-methyl-6-(1H-1,2,4-triazol-1-yl)nicotinic acid chloride is used as a raw material and, for example, sodium hydride is used as a base in the manufacturing method (f) can be represented by the following reaction formula.

The case in which, for example, (5-cyclopropylisooxazol-4-yl)[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone is used as a raw material, and, for example, triethylamine is used as a base in the manufacturing method (g) can be represented by the following reaction formula.

The case in which, for example, 2-{[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]}cyclohexan-1,3-dione is used as a raw material and, for example, oxalyl dichloride is used as a chlorinating agent in the manufacturing method (h) can be represented by the following reaction formula.

The case in which, for example, 3-chloro-2-([2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-ylcarbonyl])-2-cyclohexen-1-one and thiophenol are used as raw materials in the manufacturing method (i) can be represented by the following reaction formula.

The case in which, for example, (5-hydroxy-1-methyl-1H-pyrazol-4-yl)[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone and phenacyl bromide are used as raw materials, and, for example, potassium carbonate is used as a base in the manufacturing method (j) can be represented by the following reaction formula.

The compounds of formulae (II), (III), and (IV) serving as the raw materials in the manufacturing method (a) are novel ones, and can be obtained by reacting the compounds represented by the following formula (XXI) with the compounds represented by the following formula (XXII) or (XXIII).

In the formula, R¹ has the same meanings as the aforementioned.

In the formula, R⁵, R⁶, R⁷, R⁸, R⁹ and R¹⁰ have the same meanings as the aforementioned.

In the formula, R¹¹ and R¹² have the same meanings as the aforementioned.

The compounds of formula (XXI) are novel ones, and can be obtained by reacting the compounds represented by the following formula with thionyl chloride.

In the formula, R¹ has the same meanings as the aforementioned.

The compounds of formula (XXIV) are novel ones, and can be obtained by hydrolyzing the compounds represented by the following formula.

In the formula, R¹ has the same meanings as the aforementioned.

The compounds of formula (XXV) are obtained by reacting the compounds represented by the following formula with 1H-1,2,4-triazole.

In the formula, R¹ has the same meanings as the aforementioned.

The compounds of formula (XXVI) are obtained, for example, by reacting the compounds represented by the following formula with phosphorus oxychloride. (Refer to J. Org. Chem., 1954, vol. 19, No. 2, pages 183-193).

In the formula, R¹ has the same meanings as the aforementioned.

Among compounds of formula (XXVII), for example, 6-oxo compound that is the tautomer of a compound of formula (XXVII) in which R¹ is methyl is a publicly known compound described in J. Org. Chem., 1954, vol. 19, No. 2, pages 183-193.

Moreover, the tautomer of a compound of formula (XXVII) in which R¹ is trifluoromethyl is a publicly known compound described in WO2004/029027 or the like.

Among compounds of formula (XXIV), for example, a compound of formula (XXIV) in which R¹ is methoxymethyl, trifluoroethoxymethyl, or 2-(methoxy)ethoxymethyl can be obtained by reacting the compound of formula (XXV) in which R³ is bromomethyl with corresponding metal alkoxide, and subsequently by hydrolyzing the resultant product without isolating the product.

Moreover, the compound of formula (XXIV) in which R¹ is 2-(methoxy)ethoxymethyl can be synthesized by continuously subjecting ethyl 2-(bromomethyl)-6-chloronicotinate corresponding to formula (XXVI) in which R³ is bromomethyl to a three-step reaction of alkoxyalkylation, triazolylation, and hydrolysis without isolating the intermediate products.

Among compounds of formula (XXV), for example, the compound of formula (XXV) in which R¹ is methylthiomethyl can be obtained by reacting the compound of formula (XXV) in which R¹ is bromomethyl with corresponding metal thioalkoxide. Moreover, by oxidizing this methylthiomethyl compound, the compound of formula (XXV) in which R³ is methylsulfonylmethyl can also be obtained.

Compounds of formulae (XXII) and (XXIII) are publicly known compounds.

Typical examples of the compounds of formula (XXII) include the following.

Cyclohexan-1,3-dione, 4-methylcyclohexan-1,3-dione, 4,4-dimethylcyclohexan-1,3-dione, 2,2,4,4-tetramethylcyclohexan-1,3,5-trione, bicyclo[3.2.1]octan-2,4-dione, bicyclo[3.2.1]-6-octen-2,4-dione.

Moreover, typical examples of the compounds of formula (XXIII) include the following.

1-Methyl-1H-pyrazol-5-ol, 1-ethyl-1H-pyrazol-5-ol, 1,3-dimethyl-1H-pyrazol-5-ol, 3-cyclopropyl-1-methyl-1H-pyrazol-5-ol.

Typical examples of the compounds of formulae (II), (III), and (IV) as the raw materials in the manufacturing method (a) include the following.

-   3-Oxo-1-cyclohexen-1-yl -   2-(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)nicotinate, -   3-oxo-1-cyclohexen-1-yl -   2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)nicotinate, -   4,4-dimethyl-3-oxo-1-cyclohexen-1-yl -   2-methyl-6-(1H-1,2,4-triazol-1-yl)nicotinate, -   4-oxobicyclo[3.2.1]-2-octen-2-yl -   2-methyl-6-(1H-1,2,4-triazol-1-yl)nicotinate, -   1-ethyl-1H-pyrazol-5-yl -   2-methyl-6-(1H-1,2,4,-triazol-1-yl)nicotinate, -   1,3-dimethyl-1H-pyrazol-5-yl -   2-(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)nicotinate, -   3-cyclopropyl-1-methyl-1H-pyrazol-5-yl -   2-methyl-6-(1H-1,2,4-triazol-1-yl)nicotinate, -   1-methyl-1H-pyrazole-5-yl -   2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)nicotinate.

The compounds of formulae (V) and (VI) as the raw materials in the manufacturing method (b) are novel ones, and, for example, can be obtained as a mixture of formulae (V) and (VI) by reacting the compounds of formula (IX) with dimethylformamide dimethylacetal.

Moreover, the compounds of formulae (VII) and (VIII) are also novel ones, and can be obtained as a mixture of formulae (VII) and (VIII) by reacting the compounds of formula (IX) with ethyl orthoformate.

The compounds of formula (V) and the compounds of formula (VI), and the compounds of formula (VII) and the compounds of formula (VIII) are geometrical isomers.

Typical examples of compounds of formulae (V), (VI), (VII), and (VIII) as the raw materials in the manufacturing method (b) include the following.

-   (2E)-1-cyclopropyl-2-[(dimethylamino)methylene]-3-[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]propan-1,3-dione, -   (2E)-1-cyclopropyl-2-[(dimethylamino)methylene]-3-[2-methyl-6-(1H-1,2,4-triazole-1-yl)pyridin-3-yl]propan-1,3-dione, -   (2E)-1-cyclopropyl-2-[(dimethylamino)methylene]-3-[2-(methoxymethyl)-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl]propan-1,3-dione, -   (2E)-2-[(dimethylamino)methylene]-4,4-dimethyl-1-[2-methyl-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl]pentan-1,3-dione, -   (2E)-1-cyclopropyl-2-[(dimethylamino)methylene]-3-(2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl)propane-1,3-dione, -   (2E)-1-cyclopropyl-2-[(dimethylamino)methylene]-3-[6-(1H-1,2,4-triazole-1-yl)-2-(trifluoromethyl)pyridin-3-yl]propan-1,3-dione, -   (2Z)-1-cyclopropyl-2-[(dimethylamino)methylene]-3-[2-(methoxymethyl)-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl]propane-1,3-dione, -   (2Z)-1-cyclopropyl-2-[(dimethylamino)methylene)-3-(2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]propan-1,3-dione, -   (2Z)-2-[(dimethylamino)methylene]-4,4-dimethyl-1-[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]pentan-1,3-dione, -   (2Z)-1-cyclopropyl-2-[(dimethylamino)methylene]-3-(2-[(methylthio)methyl]-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl)propane-1,3-dione), -   (2Z)-1-cyclopropyl-2-[(dimethylamino)methylene]-3-[6-(1H-1,2,4-triazol-1-yl)-2-(trifluoromethyl)pyridin-3-yl]propan-1,3-dione, -   (2E)-1-cyclopropyl-2-(ethoxymethylene)-3-[2-(methoxymethyl)-6-(1H-1,2,4-triazole-1-yl)pyridin-3-yl]propan-1,3-dione, -   (2E)-1-cyclopropyl-2-(ethoxymethylene)-3-[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]propan-1,3-dione, -   (2E)-2-(ethoxymethylene)-4,4-dimethyl-1-[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]pentan-1,3-dione, -   (2E)-1-cyclopropyl-2-(ethoxymethylene)-3-(2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl)propan-1,3-dione, -   (2E)-1-cyclopropyl-2-(ethoxymethylene)-3-[6-(1H-1,2,4-triazol-1-yl)-2-(trifluoromethyl)pyridin-3-yl]propan-1,3-dione, -   (2Z)-1-cyclopropyl-2-(ethoxymethylene)-3-[2-(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]propane-1,3-dione, -   (2Z)-1-cyclopropyl-2-(ethoxymethylene)-3-[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]propane-1,3-dione, -   (2Z)-2-(ethoxymethylene)-4,4-dimethyl-1-[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]pentan-1,3-dione, -   (2Z)-1-cyclopropyl-2-(ethoxymethylene)-3-(2-[(methylthio)methyl]-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl)propan-1,3-dione, -   (2Z)-1-cyclopropyl-2-(ethoxymethylene)-3-[6-(1H-1,2,4,-triazol-1-yl)-2-(trifluoromethyl)pyridin-3-yl]propan-1,3-dione.

The compounds of formula (IX) as the raw material in the manufacturing method (c) are novel ones, and can be obtained, for example, by reacting the compounds represented by the following formula with acid.

In the formula, R¹ and R¹⁴ have the same meanings as the aforementioned.

The compounds of formula (XXVIII) can be obtained by reacting the compounds of the formula (XXI) with the compounds represented by the following formula.

In the formula, R¹⁴ has the same meanings as the aforementioned.

The compounds of formula (XXIX) are publicly known compounds described in WO99/03856.

The acid reacted with the compounds of formula (XXVIII) is, for example, hydrochloric acid, sulfuric acid, or trifluoro acetic acid.

Typical examples of the compounds of formula (IX) as the raw material in the manufacturing method (c) include the following.

-   1-Cyclopropyl-3-[6-(1H-1,2,4-triazol-1-yl)-2-(trifluoromethyl)pyridin-3-yl]propane-1,3-dione, -   1-cyclopropyl-3-[2-(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]propan-1,3-dione, -   4,4-dimethyl-1-[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]pentan-1,3-dione, -   1-cyclopropyl-3-(2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl)propan-1,3-dione.

The compounds of formula (X) as the raw material in the manufacturing method (c) are imidoyl chlorides well known in organic chemistry, and a typical example thereof is ethyl 2-chloro-2-(hydroxyimino)acetate.

The compounds of formula (XI) as the raw material in the manufacturing method (d) are novel ones, and can be obtained, for example, by reacting the compounds represented by the following formula with the compounds of formula (X).

In the formula, R¹ and R¹⁴ have the same meanings as the aforementioned.

The compounds of formula (XXX) are novel ones, and can be obtained, for example, by reacting the compounds represented by the following formula with acid.

In the formula, R¹ and R¹⁴ have the same meanings as the aforementioned.

The compounds of formula (XXXI) are novel ones, and can be obtained, for example, by reacting the compounds represented by the following formula with the compounds represented by formula (XXIX).

In the formula, R¹ has the same meanings as the aforementioned.

The compounds of formula (XXXII) can be obtained easily by hydrolyzing the compounds of the formula (XXVI), and subsequently reacting the obtained compounds with thionyl chloride.

Among compounds of formula (XXXII), the compound in which R¹ is methyl is publicly known one described in Japanese Patent Laid-Open No. 3-38586, and the compound in which R¹ is methoxy is publicly known one described in Japanese Patent Laid-Open No. 52-3968.

As the acid to be reacted with the compounds of formula (XXXI), compounds the same as those explained in the manufacturing method (c) can be used.

Typical examples of the compounds of formula (XI) as the raw material in the manufacturing method (d) include the following.

Ethyl 4-([6-chloro-2-(trifluoromethyl)pyridin-3-yl]carbonyl-5-cyclopropylisooxazole-3-carboxylic acid ester, ethyl 5-tert-butyl-4-[(6-chloro-2-methylpyridin-3-yl)carbonyl]isooxazole-3-carboxylic acid ester.

The compounds of formula (XII) as the raw material in the manufacturing method (e) are novel ones, and can be obtained, for example, by reacting the compounds represented by formula (IX) with carbon disulfide and methyl iodide in the presence of potassium fluoride carried by alumina.

Typical examples of the compounds of formula (XII) include the following:

-   2-[Bis(methylthio)methylene]-1-cyclopropyl-3-[6-(1H-1,2,4-triazol-1-yl)-2-(trifluoromethyl)pyridin-3-yl]propan-1,3-dione, -   2-[bis(methylthio)methylene]-1-[2-(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]-4,4-dimethylpentan-1,3-dione, -   2-[bis(methylthio)methylene]-1-cyclopropyl-3-[2-(methoxymethyl)-6-(1H-1,2,4-triazol-3-yl)pyridin-3-yl]propan-1,3-dione, -   2-[bis(methylthio)methylene]-1-cyclopropyl-3-(2-[(methylthio)methyl]-6-(1H-1,2,4,-triazol-3-yl)pyridin-3-yl)propan-1,3-dione.

The compounds of formula (XIII) as the raw material in the manufacturing method (f) include the compounds of formula (XXI) and are novel ones, and their representative ones are compounds corresponding to the compounds of formula (XXI).

Typical examples of the compounds of formula (XIII) include the following.

-   2-(Methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)nicotinic acid chloride, -   6-(1H-1,2,4-triazol-1-yl)-2-(trifluoromethyl)nicotinic acid     chloride, -   2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)nicotinic acid     chloride, -   6-(1H-1,2,4-triazol-1-yl)-2-[(2,2,2-trifluoroethoxy)methyl]nicotinic     acid chloride, -   2-[(2-methoxyethoxy)methyl]-6-(1H-1,2,4-triazol-1-yl)nicotinic acid     chloride.

Similarly, the compounds of formula (XIV) as the raw material in the manufacturing method (f) are publicly known ones, and examples thereof include the following compounds. 3-Oxobutanenitrile, 3-oxopentanenitrile, 3-cyclopropyl-3-oxopropanenitrile, 4,4-dimethyl-3-oxopentanenitrile.

The compounds of formula (XV) as the raw material in the manufacturing method (g) corresponds to the compounds in which Q is Q3 and R¹⁵ is hydrogen in the formula (I) of the present invention.

The compounds of formula (XV) can be obtained by the manufacturing method (b).

Typical examples of the compounds of formula (XV) include the following.

-   (5-Cyclopropylisooxazol-4-yl)[2-(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone, -   (5-cyclopropylisooxazol-4-yl){2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl}methanone, -   (5-cyclopropylisooxazol-4-yl)[6-(1H-1,2,4-triazol-1-yl)-2-(trifluoromethyl)pyridin-3-yl]methanone, -   (5-tert-butylisooxazol-4-yl)[2-methyl-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl]methanone.

The compounds of respective formulae (XVI), (XVII), and (XIX) as the raw materials in the manufacturing methods of (h), (i), and (j) are also included in the formula (I) of the present invention, and can be obtained by the manufacturing method (a).

Typical examples of the compounds of formula (XVI) include the following.

-   2-{[6-(1H-1,2,4-triazol-1-yl)-2-(trifluoromethyl)pyridin-3-yl]carbonyl}cyclohexan-1,3-dione, -   2-{[2-(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]carbonyl}cyclohexan-1,3-dione, -   2-({2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl}carbonyl)cyclohexan-1,3-dione, -   4,4-dimethyl-2-{[2-methyl-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl]carbonyl}cyclohexan-1,3-dione, -   3-{[2-methyl-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl]carbonyl}bicyclo[3.2.1]octan-2,4-dione.

Typical examples of the compounds of formula (XVII) include the following.

-   3-Chloro-2-([6-(1H-1,2,4-triazol-1-yl)-2-(trifluoromethyl)pyridin-3-yl]carbonyl-2-cyclohexen-1-one, -   3-chloro-2-([2-(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]carbonyl)-2-cyclohexen-1-one, -   3-chloro-2-({2-[(methylthio)methyl]-6-(1H-1,2,4-triazol-1-yl)pyridine-3-yl}carbonyl)-2-cyclohexen-1-one, -   4-chloro-3-([2-methyl-6-(1H-1,2,4,-triazol-1-yl)pyridin-3-yl]carbonyl)bicyclo[3.2.1]-3-octen-2-one.

Typical examples of the compounds of formula (XIX) include the following.

-   (1-Ethyl-hydroxy-1H-pyrazol-4-yl)[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone, -   (5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl)[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone, -   (3-cyclopropane-5-hydroxy-1-methyl-1H-pyrazol-4-yl)[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone, -   (5-hydroxy-1-methyl-1H-pyrazol-4-yl)[(methoxymethyl)-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone.

The halogenating agent in the manufacturing method (h), the compounds of formula (XVIII) as the raw material in the manufacturing method (i), and the compounds of formula (XX) as the raw material in the manufacturing method (j) are well known.

As the halogenating agent, the following ones can be used.

Phosphorus oxychloride, phosphorus oxybromide, phosphorus trichloride, phosphorus tribromide, oxalyl dichloride, oxalyl dibromide,-thionyl chloride, and thionyl bromide.

Examples of the compounds of formula (XVIII) include the following.

Methanethiol, thiophenol, benzylthiol, imidazole, pyrazole, 1,2,4-triazole, and tetrazole.

Examples of the compounds of formula (XX) include the following.

Iodomethane, allyl bromide, propargyl bromide, benzyl bromide, methanesulfonyl chloride, ethanesulfonyl chloride, propanesulfonyl chloride, benzenesulfonyl chloride, p-toluenesulfonyl chloride, and phenacyl chloride.

The reaction of the manufacturing method (a) can be carried out in a suitable diluent, and examples of the diluent include aliphatic, cycloaliphatic, and aromatic hydrocarbons (that are chlorinated in some cases), for example, toluene, dichloromethane, chloroform, and 1,2-dichloroethane; ethers, for example, ethyl ether, dimethoxyethane (DME), and tetrahydrofuran (THF); ketones, for example, methyl isobutyl ketone (MIBK); nitriles, for example, acetonitrile; esters, for example, ethyl acetate; acid amides, for example, dimethylformamide (DMF).

The manufacturing method (a) can be carried out in the presence of a cyanogen compound and a base, and examples of the cyanide compound include sodium cyanide, potassium cyanide, acetone cyanohydrin, and hydrogen cyanide. Examples of the base include inorganic bases such as hydroxides and carbonates of alkaline metals and alkaline earth metals, for example, sodium carbonate, potassium carbonate, lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; and organic bases such as tertiary amines, dialkylaminoanilines, and pyridines, for example, triethylamine, pyridine, 4-dimethylaminopyridine (DMAP), 1,4-diazabicyclo[2,2,2]octane (DABCO), and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).

The manufacturing method (a) can be carried out by adding a phase transfer catalyst, and examples of the phase transfer catalysts include crown ethers, for example, dibenzo-18-crown-6, 18-crown-6, and 15-crown-5.

The manufacturing method (a) can be carried out in a substantially wide temperature range. The temperature is generally from about −10 to about 80° C., and preferably from about 5 to about 40° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can also be carried out under pressure or under reduced pressure in some cases.

In the manufacturing method (a), a target compound of formula (I) can be obtained, for example, by reacting 1 to 4 mol of triethylamine with 1 mol of a compound of formula (II) in a diluent, for example, acetonitrile, in the presence of 0.01 to 0.5 mol of acetone cyanohydrin.

When rearrangement reaction of the compounds of formula (IV) are carried out in the manufacturing method (a), the rearrangement of the compound of formula (IV) can be conducted in the presence of a base.

Such a reaction can be carried out in an appropriate diluent, and examples of the diluent include ethers, for example, dioxane, and tetrahydrofuran (THF); and alcohols, for example, tert-amylalcohol, and tert-butylalcohol.

Moreover, examples of the base include inorganic bases such as carbonates of alkaline metals, for example, sodium carbonate, and potassium carbonate; and organic bases, such as tertiary amines, for example, triethylamine, pyridine, and 4-dimethylaminopyridine (DMAP).

The reaction can be carried out in a substantially wide temperature range, and the temperature is generally from about 5 to about 200° C., and preferably from about 25 to about 130° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can be carried out under pressure or under reduced pressure in some cases.

In the reaction, a target compound of formula (I) can be obtained, for example, by reacting 0.5 to 2 mol of potassium carbonate with 1 mol of the compound of formula (IV) in a diluent, for example, dioxane.

The reaction of the manufacturing method (b) can be carried out in an appropriate diluent, and examples of the diluent include aliphatic, cycloaliphatic, and aromatic hydrocarbons (that may be chlorinated in some cases), for example, toluene, dichloromethane, chloroform, and 1,2-dichloroethane; ethers, for example, tetrahydrofuran (THF); nitriles, for example, acetonitrile; and alcohols, for example, methanol, ethanol, and isopropanol.

The manufacturing method (b) can be carried out in a substantially wide temperature range. The temperature is generally from about −10 to about 100° C., and preferably from about 0 to about 50° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can be carried out under pressure or under reduced pressure in some cases.

In the manufacturing method (b), a target compound of the formula (I) can be obtained, for example, by reacting 1 to 1.5 mol of hydroxylamine hydrochloride with 1 mol of the compound of formula (V) in a diluent, for example ethanol, in the presence of 1 to 1.5 mol of sodium acetate.

The manufacturing method (b) can be successively carried out without isolating the compounds of formulae (V), (VI), (VII) and (VIII), and a target compound of formula (I) can be obtained.

The reaction of the manufacturing method (c) can be carried out in an appropriate diluent, and examples of the diluent include aliphatic, cycloaliphatic, and aromatic hydrocarbons (that may be chlorinated in some cases), for example, toluene, dichloromethane, chloroform, and 1,2-dichloroethane; ethers, for example, tetrahydrofuran (THF); nitriles, for example, acetonitrile; and alcohols, for example, methanol, ethanol, and isopropanol.

The manufacturing method (c) can be carried out in the presence of a base, and examples of the bases include inorganic bases such as acetates, carbonates, and bicarbonates of alkaline metals and alkaline earth metals, for example, sodium acetate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium carbonate, and potassium carbonate; and organic bases such as tertiary amines, dialkylaminoanilines, and pyridines, for example, triethylamine, pyridine, and 4-dimethylaminopyridine (DMAP).

The manufacturing method (c) can be carried out in a substantially wide temperature range. The temperature is generally from about −10 to about 100° C., and preferably from about 0 to about 50° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can be carried out under pressure or under reduced pressure in some cases.

In the manufacturing method (c), a target compound of the formula (I) can be obtained, for example, by reacting 1 to 1.5 mol of the compound of formula (X) with 1 mol of the compound of formula (IX) in a diluent, for example, toluene.

The reaction of the manufacturing method (d) can be carried out in an appropriate diluent, and examples of the diluent include aliphatic, cycloaliphatic, and aromatic hydrocarbons (that may be chlorinated in some cases), for example, pentane, hexane, cyclohexane, petroleum ether, ligroin, benzene, toluene, xylene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, chlorobenzene, and dichlorobenzene; ethers, for example, ethyl ether, methyl ethyl ether, isopropyl ether, butyl ether, dioxane, dimethoxyethane (DME), tetrahydrofuran (THF), and diethylene glycol dimethyl ether (DGM); ketones, for example, acetone, methyl ethyl ketone (MEK), methyl isopropyl ketone, and methyl isobutyl ketone (MIBK); nitriles, for example, acetonitrile, propionitrile, and acrylonitrile; esters, for example, ethyl acetate, and amyl acetate; acid amides, for example, dimethylformamide (DMF), dimethylacetamide (DMA), N-methylpyrolidone, 1,3-dimethyl-2-imidazolidinone, and hexamethylphosphoric triamide (HMPA); sulfones and sulfoxides, for example, dimethyl sulfoxide (DMSO), and sulfolane; and bases, for example, pyridine.

The manufacturing method (d) can be carried out in the presence of an acid binding agent, and examples of such an acid binding agent include inorganic bases, such as hydrides, hydroxides, carbonates and bicarbonates of alkaline metals and alkaline earth metals, for example, sodium hydride, lithium hydride, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium carbonate, potassium carbonate, lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; inorganic alkaline metal amides, for example, lithium amide, sodium amide, and potassium amide; organic bases such as alcoholate, tertiary amines, dialkylaminoanilines and pyridines, for example, triethylamine, 1,1,4,4-tetramethylethylenediamine (TMEDA), N,N-dimethylaniline, N,N-diethylaniline, pyridine, 4-dimethylaminopyridine (DMAP), 1,4 diazabicyclo[2,2,2]octane (DABCO), and 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU); and organic lithium compounds, for example, methyl lithium, n-butyl lithium, sec-butyl lithium, tert-butyl lithium, phenyl lithium, dimethyl copper lithium, lithium diisopropylamide, lithium cyclohexylisopropylamide, lithium dicyclohexylamide, n-butyl lithium/DABCO, n-butyl lithium/DBU, and n-butyl lithium/TMEDA.

The manufacturing method (d) can be carried out in a substantially wide temperature range. It is generally carried out between about 25 and about 180° C., preferably between about 50 and about 180° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can also be carried out under pressure or under reduced pressure.

In the manufacturing method (d), a target compound can be obtained, for example, by reacting 1 mol to 5 mol of 1H-1,2,4-triazole with 1 mol of the compound of formula (XI) in a diluent, for example, dimethylformamide in the presence of a base, for example, potassium carbonate.

The reaction of the manufacturing method (e) can be carried out under conditions similar to those of the manufacturing method (b).

The manufacturing method (f) can be carried out in an appropriate diluent, and examples of the diluent include aliphatic, cycloaliphatic, and aromatic hydrocarbons (that may be chlorinated in some cases), for example, pentane, hexane, cyclohexane, petroleum ether, ligroin, benzene, toluene, xylene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, chlorobenzene, and dichlorobenzene; ethers, for example, ethyl ether, methyl ethyl ether, isopropyl ether, butyl ether, dioxane, dimethoxyethane (DME), tetrahydrofuran (THF), and diethylene glycol dimethyl ether (DGM); acid amides, for example, dimethylformamide (DMF), dimethylacetamide (DMA), N-methylpyrolidone, 1,3-dimethyl-2-imidazolidinone, and hexamethylphosphoric triamide (HMPA); sulfones and sulfoxides, for example, dimethylsulfoxide (DMSO), and sulfolane; and bases, for example, pyridine.

The manufacturing method (f) can be carried out in the presence of an acid binding agent, and examples of the acid binding agent include inorganic bases such as hydrides, hydroxides, carbonates, and bicarbonates of alkaline metals and alkaline earth metals, for example, sodium hydride, lithium hydride, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium carbonate, potassium carbonate, lithium hydroxide, sodium hydroxide, potassium hydroxide, and calcium hydroxide; inorganic alkaline metal amides, for example, lithium amide, sodium amide, and potassium amide; organic bases such as alcoholate, tertiary amines, dialkylaminoanilins, and pyridines, for example, triethylamine, 1,1,4,4-tetramethylethylenediamine (TMEDA), N,N-dimethylaniline, N,N-diethylaniline, pyridine, 4-dimethylaminopyridine (DMAP), 1,4-diazabicyclo[2,2,2]octane (DABCO) and 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU); and organic lithium compounds, for example, methyl lithium, n-butyl lithium, sec-butyl lithium, tort-butyl lithium, phenyl lithium, dimethyl copper lithium, lithium diisopropyl amide, lithium cyclohexylisopropylamide, lithium dicyclohexylamide, n-butyl lithium/DABCO, n-butyl lithium/DBU, and n-butyl lithium/TMEDA.

The manufacturing method (f) can be carried out in a substantially wide temperature range. It is generally carried out between about −70 and about 200° C., and preferably between about −50 and about 100° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can be carried out under pressure or under reduced pressure.

In manufacturing method (f), a target compound can be obtained, for example, by reacting 1 mol to 2 mol of the compound of formula (XIV) with 1 mol of the compound of formula (XIII) in a diluent, for example THF in the presence of 1.0 mol to 3 mol of sodium hydride.

The reaction of the manufacturing method (g) can be carried out in an appropriate diluent, and examples of the diluent include water; aliphatic, cycloaliphatic, and aromatic hydrocarbons (that may be chlorinated in some cases), for example, pentane, hexane, cyclohexane, petroleum ether, ligroin, benzene, toluene, xylene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, chlorobenzene, and dichlorobenzene; ethers, for example, ethyl ether, methyl ethyl ether, isopropyl ether, butyl ether, dioxane, dimethoxyethane (DME), tetrahydrofuran (THF), and diethylene glycol dimethyl ether (DGM); alcohols, for example, methanol, ethanol, isopropanol, butanol, and ethylene glycol; esters, for example, ethyl acetate, and amyl acetate; acid amides, for example, dimethylformamide (DMF), dimethylacetamide (DMA), N-methylpyrolidone, 1,3-dimethyl2-imidazolidinone, and hexamethylphosphoric triamide (HMPA); sulfones and sulfoxides, for example, dimethyl sulfoxide (DMSO), and sulfolane; and bases, for example, pyridine.

The manufacturing method (g) can be carried out in a substantially wide temperature range. It is generally carried out between about −70 and about 200° C., and preferably between about −30 and about 100° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can also be carried out under pressure or under reduced pressure.

In the manufacturing method (g), a target compound can be obtained, for example, by reacting 1 mol of the compound of formula (XV) in a diluent, for example, dichloromethane in the presence of 1 mol to 3 mol of triethylamine.

The reaction of the manufacturing method (h) can be carried out in an appropriate diluent, and examples of the diluent include aliphatic, cycloaliphatic, and aromatic hydrocarbons (that may be chlorinated in some cases), for example, pentane, hexane, cyclohexane, petroleum ether, ligroin, benzene, toluene, xylene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, and chlorobenzene; ethers, for example, ethyl ether, methyl ethyl ether, isopropyl ether, butyl ether, dioxane, dimethoxyethane (DME), tetrahydrofuran (THF), and diethylene glycol dimethyl ether (DGM); ketones, for example, acetone, methyl ethyl ketone (MEK), methyl isopropyl ketone, and methyl isobutyl ketone (MIBK); nitriles, for example acetonitrile, and propionitrile; esters, for example, ethyl acetate, and amyl acetate; and acid amides, for example, dimethylformamide (DMF), dimethyl acetamide (DMA), N-methylpyrolidone, 1,3-dimethyl-2-imidazolidinone, and hexamethylphosphoric triamide (HMPA).

The reaction of the manufacturing method (h) can be carried out in a substantially wide temperature range. The temperature is generally from about −20 to about 100° C., and preferably about 0 to about 50° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can also be carried out under pressure or under reduced pressure in some cases.

In the manufacturing method (h), a target compound of formula (I) can be obtained, for example, by reacting 1 to 5 mol of oxalyl dichloride with 1 mol of the compound of formula (XVI) in a diluent, for example, dichloromethane.

The reaction of the manufacturing method (i) can be carried out in an appropriate diluent, and examples of the diluent include aliphatic, cycloaliphatic, and aromatic hydrocarbons (that may be chlorinated in some cases), for example, pentane, hexane, cyclohexane, petroleum ether, ligroin, benzene, toluene, xylene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, chlorobenzene, and dichlorobenzene; ethers, for example, ethyl ether, methyl ethyl ether, isopropyl ether, butyl ether, dioxane, dimethoxyethane (DME), tetrahydrofuran (THF), and diethylene glycol dimethyl ether (DGM): ketones, for example, acetone, methyl ethyl ketone (MEK), methyl isopropyl ketone, and methyl isobutyl ketone (MIBK); nitriles, for example, acetonitrile, propionitrile, and acrylonitrile; esters, for example, ethyl acetate, and amyl acetate; acid amides, for example, dimethylformamide (DMF), dimethylacetamide (DMA), and N-methylpyrolidone; sulfones and sulfoxides, for example, dimethlsulfoxide (DMSO), and sulfolane; and bases, for example, pyridine.

The manufacturing method (i) can be carried out in the presence of an acid binding agent, and examples of the acid binding agent include inorganic bases such as hydrides and carbonates of alkaline metals, for example, sodium hydride, lithium hydride, sodium carbonate, and potassium carbonate; and organic bases such as tertiary amines, dialkylaminoanilines and pyridines, for example, triethylamine, 1,1,4,4-tetramethylethylenediamine (TMEDA), pyridine, 4-dimethyaminopyridine (DMAP), 1,4-diazabicyclo[2,2,2]octane (DABCO), and 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU).

The reaction of the manufacturing method (i) can be carried out in a substantially wide temperature range. The temperature is generally from about −20 to about 140° C., and preferably from about 0 to about 100° C. Moreover, it is desirable that the reaction is carried out under normal pressure, but the operation can also be carried out under pressure or under reduced pressure in some cases.

In the manufacturing method (i), a target compound of formula (I) can be obtained, for example, by reacting 1 to 5 mol of the compound of formula (XVIII) with 1 mol of the compound of formula (XVII) in a diluent, for example, tetrahydrofuran in the presence of 1 to 5 mol of triethylamine.

The reaction of the manufacturing method (j) can be carried out under conditions similar to those of the manufacturing method (h).

The active compound of formula (I) of the present invention shows excellent herbicide activity for various weeds as shown in biological test examples described later, and can be used as a herbicide. In the present specification, the weeds mean, in a broad sense, all plants growing in locations where they are undesired. The compound of the present invention acts as a selective herbicide depending on the application concentration. The active compound can be used, for example, between the following weeds and cultivated plants.

The Genus of Dicotyledonous Weeds:

Sinapis, Capsella, Leipidium, Galium, Stellaria, Chenopodium, Kochia, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Ipomoea, Polygonum, Ambrosia, Cirsium, Sonchus, Solanum, Rorippa, Lamium, Veronica, Datura, Viola, Galeopsis, Papaver, Centaurea, Galinsoga, Rotala, Lindernia, SeSbania, Trifolium, Abutilon, Lamium, Matricaria, Artemsia, Sesbania, Pharbitis, Amaranthus and the like.

The Genus of Dicotyledonous Cultivated Plants:

Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis, Cucurbita and the like.

The Genus of Monocotyledonous Weeds:

Echinochlona, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Agrostis, Alopecurus, Cynodon, Commelina, Brechiaria, Leptochloa, Echinochloa and the like.

The Genus of Monocotyledonous Cultivated Plants:

Oryza, Zea, Triticum, Hordeum, Avena, Secale, Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium and the like.

However, use of the active compound of formula (I) of the present invention is not limited only for weeds of these kinds of grasses, and can be applied similarly to weeds of other kinds of grasses.

Use of the compound of the present invention is not limited to the above plants and similarly applicable to other plants. Moreover, the active compounds of the present invention can non-selectively control weeds according to the application concentration, and can be used at, for example, an industrial site such as a factory, a railroad track, a road, a forested site, a non-forested site or the like. Furthermore, the active compounds of the present invention can be used to control weeds in perennial plant cultivation, and can be applied to, for example, planting, ornamental planting, orchard, grape vineyard, citrus orchard, nut orchard, banana plantation, coffee plantation, tea plantation, rubber plant plantation, guinea oil palm plantation, cocoa plantation, small orchard, hop plantation or the like, and, in annual plant cultivation, can also be applied to selectively control weeds.

The active compounds of the present invention, for actual use, can be prepared in customary formulations. Examples of the formulations include solution, wettable powder, emulsion, suspension, dust, water-dispersible granule, tablet, granule, suspended emulsifiable concentrate, and microcapsules in a polymer substance.

These formulations can be manufactured by known methods per se. For example, they can be prepared by mixing the active compounds with extenders, namely, liquid or solid diluents or carriers, and, optionally, with surfactants, namely emulsifiers and/or dispersants and/or foam-forming agents.

Examples of the liquid diluents or carriers include aromatic hydrocarbons (for example, xylene, toluene, and alkyl naphthalene), chlorinated aromatic or chlorinated aliphatic hydrocarbons (for example, chlorobenzenes, ethylene chlorides, and methylene chloride), aliphatic hydrocarbons [for example, cyclohexane, and paraffins (for example, mineral oil fraction)], alcohols (for example, butanol, and glycol) and ethers and esters thereof, ketones (for example, acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone), strongly polar solvents (for example, dimethylformamide, and dimethylsulfoxide), and water. In the case where water is used as an extender, for example, an organic solvent can be used as an auxiliary solvent.

Examples of the solid diluent or carrier include crushed natural mineral (for example, kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite, and diatomaceous earth), and crushed synthetic mineral (for example, high-dispersed silicic acid, alumina, and silicate). Examples of the solid carrier for use in granule include crushed and sorted rock (for example, calcite, marble, pumice, meerschaum, and dolomite), synthesized grain of inorganic and organic powder, fine granular body of organic material (for example, sawdust, shell of coco, corncob, and stem of cigarette).

Examples of the emulsifier and/or the foam-forming agent include nonionic and anionic emulsifiers [for example, polyoxyethylene fatty acid ester, polyoxyethylene fatty acid alcohol ether (for example, alkylaryl polyglycol ether, alkylsulfonate, alkylsulfate, and arylsulfonate)], and albumin hydrolysate.

As the decomposing agent, for example, lignin sulfite waste fluid and methyl cellulose are included.

A fixing agent can also be used in formulations (powder material, granule, and emulsion), and examples of the fixing agent include carboxymethylcellulose, and natural and synthetic polymer (for example, gum arabic, polyvinyl alcohol, and polyvinyl acetate).

A coloring agent can also be used and examples of the coloring agent include inorganic pigments (for example, iron oxide, titanium oxide, and Prussian blue), organic dyes such as alizarin dyes, azo dyes, and metal phthalocyanine dyes, and trace elements such as salts of metals including iron, manganese, boron, copper, cobalt, molybdenum, and zinc.

The formulations can generally contain the active compound(s) of formula (I) within a range of 0.1 to 95 wt %, and preferably contains the compound(s) within a range of 0.5 to 90 wt %.

The active compound of formula (I) of the present invention can be used for controlling weeds as such or in their formulation foams. Moreover, the active compound of formula (I) of the present invention can also be used in combination with a known herbicide. A mixed herbicide composition with a known herbicide may be previously prepared as a final formulation form, or can be prepared by tank-mixing on occasion of application.

For example, the following herbicides shown in common names can be exemplified as specific examples of herbicides that can be used in combination with the active compounds of formula (I) of the present invention.

Sulfonylurea herbicides: for example, chlorsulfuron, sulfometuron methyl, chlorimuron ethyl, triasulfuron, amidosulfuron, oxasulfuron, tribenuron ethyl, prosulfuron, ethametsulfuron methyl, triflusulfuron methyl, thifensuluron methyl, flazasulfuron, rimsulfuron, nicosulfuron, flupyrsulfuron, bensulfuron methyl, pyrazosulfuron ethyl, foramsulfuron, sulfosulfuron, cinosulfuron, azimsulfuron, metsulfuron-methyl, halosulfuron methyl, ethoxysulfuron, cyclosulfamuron, and iodosulfuron;

carbamate herbicides: for example, phenmedipham, chloropropham, asulam, benthiocarb, molinate, esprocarb, pyributicarb, dimepiperate, and swep;

chloroacetanilide herbicides: for example, propachlor, metazachlor, alachlor, acetochlor, metolachlor, butachlor, pretilachlor, and thenylchlor;

diphenylether herbicides: for example, acifluorfen, oxifluorfen, lactofen, fomesafen, aclonifen, chlomethoxynyl, bifenox, and CNP;

triazine herbicides: for example, simazine, atrazine, propazine, cyanazine, ametryn, simetryn, dimethametryn, and prometryn;

phenoxy acid or benzoic acid herbicides: for example, 2,3,6-TBA, dicamba, quinclorac, quinmerac, clopyralid, picloram, triclopyr, fluoroxypyr, fenoxaprop, diclofop methyl, fluazifop buthyl, haloxyfop methyl, quizalofop ethyl, cyhalofop butyl, 2,4-PA, MCP, MCPB, and phenothiol;

acid amide or urea herbicides: for example, izoxaben, diflufenican, diuron, linuron, fluometuron, difenoxuron, methyldymron, isoproturon, isouron, tebuthiuron, methabenzthiazuron, propanil, mefenacet, chlomeprop, naproanilide, bromobutide, dymron, cumyluron, etobenzanide, and oxaziclomefone;

organic phosphorus herbicides: for example, glyphosate, bialaphos, glufosinate, L-glufosinate, amiprofos methyl, anilofos, bensulide, piperophos, and butamifos;

dinitroaniline herbicides: for example, trifluralin, and prodiamine:

phenol herbicides: for example, bromoxynil, ioxynil, and dinoseb;

cyclohexanedione herbicides: for example, alloxydim, sethoxydim, cloproxydim, clethodim, cycloxydim, and tralkoxydim;

imidazolinone herbicides: for example, imazamethabenz, imazapyr, imazamethapyr, imazethapyr, imazamox, and imazaquin;

bipyridium herbicides: for example, paraquat, and diquat;

carbamoyltetrazolinone herbicides: for example, fentrazamide;

nitrile herbicides: cichlobenil; and

other herbicides: for example, bentazone, tridiphane, indanofan, amitrol, carfentrazone ethyl, sulfentrazone, fenchlorazol ethyl, isoxaflutole, clomazone, maleic acid hydrazide, pyridate, chloridazon, norflurazon, pyrithiobac, bromacil, terbacil, metribuzin, oxaziclomefone, cinmethylin, flumiclorac pentyl, flumioxazin, fluthiacet methyl, azafenidin, benfuresate, oxadiazon, oxadiargyl, pentoxazone, cafenstrole, pyriminobac, bispyribac sodium, pyribenzoxim, pyriftalid, pyraflufen ethyl, benzobicyclon, dithiopyr, dalapon, and chlorthiamid.

The above active compounds are known herbicides described in “Pesticide Manual”, published by British Crop Protect Council in 2000.

Moreover, when the active compounds of formula (I) of the present invention are blended with a phytotoxicity-reducing agent, phytotoxicity is reduced by this blending, and wider spectrum of weed controlling is provided, and thereby wider application as selective herbicide can be provided.

Examples of the phytotoxicity-reducing agent include the following compounds represented by general names or development codes.

AD-67, BAS-145138, benoxacor, cloquintocet-mexyl, cyometrinil, 2,4-D, DKA-24, dichlormid, dymron, fenchlorim, fenclorazole ethyl, flurazole, fluxofenim, furilazole, isoxadifen-ethyl, mefenpyr-diethyl, MG-191, naphthalic anhydride, oxabetrinil, PPG-1292, and R-29148.

The above phytotoxicity-reducing agent is also described in “Pesticide Manual” published by British Crop Protect Council in 2000.

Furthermore, the above phytotoxicity-reducing agent can be blended with a mixed herbicide composition containing the compound of formula (I) of the present invention and the above herbicide. By this blending, phytotoxicity is reduced and a wider spectrum of weed controlling is provided, and application as a selective herbicide can be made wider.

Surprisingly, a synergy effect can be demonstrated in several blending herbicide composition composed of the compounds of the present invention and known herbicides and/or phytotoxicity-reducing agents.

In the case that the active compounds of formula (I) of the present invention are used, these can be used directly as they are, or used in formulations such as prepared liquid for spraying, emulsion, tablet, suspension, powder, or granule, or application forms prepared by diluting. The active compounds of formula (I) of the present invention can be applied, for example, by the method of liquid agent scattering (watering), spraying, atomizing, or spreading granules.

The active compounds of formula (I) of the present invention can be used at every stage before germination or after germination of plant. Moreover, they can be taken into the soil prior to seeding.

The application amount of the active compounds of the present invention can be changed in a substantial range, and basically varies, depending on nature of desired effect. When the active compound is used as a herbicide, the application amount of the active compound per 1 hectare can be, for example, is about 0.005 to about 4 kg, and is preferably about 0.01 to about 2 kg.

Next, manufacturing and use of the compounds of the present invention are shown more concretely by the following examples, but the present invention should not be limited to only them.

EXAMPLES Compound Example Synthesis Example 1 Synthesis of 2-{[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]carbonyl}cyclohexan-1,3-dione

To acetonitrile (5 ml) solution of 3-oxo-1-cyclohexen-1-yl 2-methyl-6-(1H-1,2,4-triazol-1-yl)nicotinate (0.13 g, 0.44 mmol) and triethylamine (0.09 g, 0.87 mmol), a catalytic amount of acetone cyanohydrine was added. The obtained solution was stirred at room temperature around the clock. Volatile materials were evaporated under reduced pressure from the obtained reaction solution, and the obtained residue was made acidic with citric acid aqueous solution, and was extracted with ethyl acetate. After washing the obtained organic layer with water, the organic layer was dried with magnesium sulfate and concentrated to obtain the desired product (0.1 g, yield 77%).

¹H NMR (CDCl₃, 300 MHz)

δ 2.02-2.16 (2H, m), 2.49 (3H, s), 2.45-2.59 (2H, m), 2.70-2.91 (2H, m), 7.59 (1H, d), 7.74 (1H, d), 8.09 (1H, s), 9.21 (1H, s)

Synthesis Example 2 Synthesis of (5-hydroxy-1-methyl-1H-pyrazol-4-yl)[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone

To acetonitrile (5 ml) solution of 1-methyl-1H-pyrazole-5-yl 2-methyl-6-(1H-1,2,4-triazol-1-yl)nicotinate (0.19 g, 0.65 mmol) and triethylamine (0.13 g, 1.29 mmol), a catalytic amount of acetone cyanohydrin was added. The obtained solution was stirred at room temperature around the clock. Volatile materials were evaporated under reduced pressure from the obtained reaction solution, and the obtained residue was made acidic with citric acid aqueous solution, and was extracted with ethyl acetate. After washing the obtained organic layer with water, the organic layer was dried with magnesium sulfate and concentrated to obtain the desired product (0.18 g, yield 93%).

¹H NMR (CDCl₃, 300 MHz)

δ 2.71 (3H, s), 3.73 (3H, s), 7.43 (1H, s), 7.84 (1H, d), 8.00 (1H, d), 8.13 (1H, s), 9.25 (1H, s)

Synthesis Example 3 Synthesis of ethyl 5-cyclopropyl-4-[[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]carbonyl]isooxazole-3-carboxylic acid ester

4-[(6-Chloro-2-methylpyridin-3-yl)carbonyl]-5-cyclopropylisooxazole-3-carboxylic acid ester (0.2 g, 0.6 mmol), triazole (0.08 g, 1.19 mmol) and potassium carbonate (0.17 g, 1.19 mmol) were stirred in DMF (5 ml) at 10° C. for four hours. To the obtained reaction solution, water and ethyl acetate were added. The organic layer was separated. Furthermore, water layer was extracted with ethyl acetate. After washing all the obtained organic layer with water, the organic layer was dried with magnesium sulfate and concentrated. The obtained residue was separated and purified by column chromatography to obtain the desired product (0.15 g, yield 68%).

¹H NMR (CDCl₃, 300 MHz)

δ 1.16-1.38 (7H, m), 2.30-2.39 (1H, m), 2.77 (3H, s), 4.10-4.17 (2H, q), 7.75 (1H, d), 7.85 (1H, d), 8.11 (1H, s), 9.24 (1H, s)

Synthesis Example 4 Synthesis of (5-cyclopropylisooxazol-4-yl)[2-methyl-6-(1H-1,2,4-triazol-1-yl)pyridin-3-yl]methanone

To ethanol (5 ml) solution of 1-cyclopropyl-2-[(dimethylamino)methylene]-3-(2-methyl6-(1H-triazol-1-yl)pyridin-3-yl]propan-1,3-dione (0.29 g, 0.89 mmol), hydroxylamine hydrochloride (0.07 g, 0.98 mmol) was added. The obtained solution was stirred at room temperature around the clock. To obtained reaction solution, water and ethyl acetate were added. The organic layer was separated.

Furthermore, the water layer was extracted with ethyl acetate. All the obtained organic layer was washed with water, dried with magnesium sulfate and concentrated. The obtained residue was separated and purified by column chromatography to obtain the desired product (0.19 g, yield 72%).

¹H NMR (CDCl₃, 300 MHz)

δ 1.21-1.40 (4H, m), 2.60-2.73 (1H, m), 2.66 (3H, s), 7.82 (1H, d), 7.90 (1H, d), 8.11 (1H, s), 8.22 (1H, s), 9.22 (1H, a)

Synthesis Example 5 Synthesis of 3-cyclopropyl-2-{[2-methyl-6-(1H-1,2,4-triazol-1-yl)-pyridin-3-yl]carbonyl}-3-oxopropanenitrile

A THF (2 ml) suspension of sodium hydride (0.06 g, 60% oil suspension, 18.78 mmol) was cooled in an ice bath, and a THF (2 ml) solution of 3-cyclopropyl-3-oxopropanenitrile was dripped thereto. To the obtained reaction solution, a THF (3 ml) solution of 2-methyl-6-(1H-1,2,4-triazol-1-yl)nicotinic acid chloride (0.16 g, 0.73 mmol) was dripped. The resultant was stirred at room temperature for 3 hours. The obtained reaction solution was made acidic with a citric acid aqueous solution, and the product was extracted with ethyl acetate. The obtained organic layer was washed with water, dried with magnesium sulfate and concentrated to obtain the desired product (0.14 g, yield 64%).

¹H NMR (CDCl₃, 300 MHz)

δ 1.26-1.49 (4H, m), 2.38-2.46 (1H, m), 2.70 (3H, s), 7.85 (1H, d), 8.05 (1H, d), 8.12 (1H, s), 9.23 (1H, s)

Compounds obtained by operating on the basis of the manufacturing method of the compounds of the present invention explained in the synthesis example 1 to 5 are shown in the following table 1 to table 175 together with the compounds synthesized by the synthesis example 1 to 5.

Moreover, the NMR data of physical property values of some compounds are shown in table 176.

TABLE 1

physical property compound (melting number Q R1 point-ND) 1-1  Q1a CH₃ NMR 1-2  Q1a CH₂CH₃ 1-3  Q1a (CH₂)₂CH₃ 1-4  Q1a

1-5  Q1a

1-6  Q1a

1-7  Q1a

1-8  Q1a

1-9  Q1a

1-10 Q1a

1-11 Q1a

1-12 Q1a CF₃ 138-145° C. 1-13 Q1a CH₂CF₃ 1-14 Q1a CF₂CF₃ 1-15 Q1a CH₂CH═CH₂ 1-16 Q1a CH2C≡CH 1-17 Q1a C₆H₅ 1-18 Q1a CH₂C₆H₅ 1-19 Q1a CH₂OCH₃ NMR 1-20 Q1a CH₂OCH₂CH₃ 1-21 Q1a CH₂O(CH2)₂CH₃ 1-22 Q1a (CH₂)₂OCH₃ 1-23 Q1a (CH₂)₃OCH₃ 1-24 Q1a

1-25 Q1a

1-26 Q1a

1-27 Q1a

1-28 Q1a CH₂OCH₂CF₃ NMR 1-29 Q1a CH₂OCF₂CHF₂ 1-30 Q1a CH₂OCH2CF2CF3 1-31 Q1a CH₂OCH₂CH═CH₂ 1-32 Q1a CH₂OCH₂CH═CCl₂ 1-33 Q1a CH₂OCH₂CF═CF₂ 1-34 Q1a CH₂OC₂C≡CH 1-35 Q1a CH₂OCH₂C≡CCH₃ 1-36 Q1a CH₂SCH₃ 1.5755(24) 1-37 Q1a CH₂SCH₂CH₃ 1-38 Q1a CH₂S(CH₂)₂CH₃ 1-39 Q1a

1-40 Q1a

TABLE 2 physical property compound (melting number Q R1 point-ND) 1-41 Q1a

1-42 Q1a

1-43 Q1a CH₂SCH₂CF₃ 1-44 Q1a CH₂SCH₂CH═CH₂ 1-45 Q1a CH₂SCH₂C≡CH 1-46 Q1a CH₂SOCH₃ 1-47 Q1a CH₂SOCH₂CH₃ 1-48 Q1a CH₂SO(CH₂)₂CH₃ 1-49 Q1a

1-50 Q1a

1-51 Q1a

1-52 Q1a

1-53 Q1a CH₂SOCH₂CF₃ 1-54 Q1a CH₂SOCH₂CH═CH₂ 1-55 Q1a CH₂SOCH₂C≡CH 1-56 Q1a CH₂SO₂CH₃ 173-174° C. 1-57 Q1a CH₂SO₂CH₂CH₃ 1-58 Q1a CH₂SO₂(CH₂)₂CH₃ 1-59 Q1a

1-60 Q1a

1-61 Q1a

1-62 Q1a

1-63 Q1a CH₂SO₂CH₂CF₃ 1-64 Q1a CH₂SO₂CH₂CH═CH₂ 1-65 Q1a CH₂SO₂CH₂C≡CH 1-66 Q1a CH₂O(CH₂)₂OCH₃ NMR 1-67 Q1a CH₂O(CH₂)₂OCH₂CH₃ 1-68 Q1a

1-69 Q1a CH₂O(CH₂)₂OCH₂CF₃ 1-70 Q1a CH₂O(CH₂)₂OCH₂CH═CH₂ 1-71 Q1a CH₂O(CH₂)₂OCH₂C≡CH 1-72 Q1a CH₂O(CH₂)₂SCH₃ 1-73 Q1a

1-74 Q1a CH₂O(CH₂)₂SCH₂CF₃ 1-75 Q1a CH₂O(CH₂)₂SCH₂CH═CH₂ 1-76 Q1a CH₂O(CH₂)₂SCH₂C≡CH 1-77 Q1a CH₂O(CH₂)₂SOCH₃ 1-78 Q1a

1-79 Q1a CH₂O(CH₂)₂SOCH₂CF₃ 1-80 Q1a CH₂O(CH₂)₂SOCH₂CH═CH₂

TABLE 3 physical property compound (melting number Q R1 point-ND) 1-81  Q1a CH₂O(CH₂)₂SOCH₂C≡CH 1-82  Q1a CH₂O(CH₂)₂SO₂CH₃ 1-83  Q1a

1-84  Q1a CH₂O(CH₂)₂SO₂CH₂CF₃ 1-85  Q1a CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 1-86  Q1a CH₂O(CH₂)₂SO₂CH₂C≡CH 1-87  Q1a

1-88  Q1a

1-89  Q1a

1-90  Q1a

1-91  Q1a

1-92  Q1a

1-93  Q1a

1-94  Q1a

1-95  Q1a CH₂O(CH₂)₂NHSO₂CH₃ 1-96  Q1a CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-97  Q1a

1-98  Q1a CH₂O(CH₂)₂NHSO₂CF₃ 1-99  Q1a CH₂O(CH₂)₂NHSO₂CHF₂ 1-100 Q1a CH₂O(CH₂)₂NHSO₂CH₂CF₃ 1-101 Q1a SCH₃ 1-102 Q1a SOCH₃ 1-103 Q1a SO₂CH₃ 1-104 Q1a OCH₃ 1-105 Q1a OCH₂CH₃ 1-106 Q1a O(CH₂)₂CH₃ 1-107 Q1a OCH₂CF₃ 1-108 Q1a OCF₂CF₃ 1-109 Q1a O(CH₂)₂OCH₃ 1-110 Q1a NHCH₃ 1-111 Q1a NHCH₂CH₃ 1-112 Q1a N(CH₃)₂ 1-113 Q1a N(CH₂CH₃)₂ 1-114 Q1a N(CH₃)(CH₂CH₃) 1-115 Q1b CH₃ NMR 1-116 Q1b CH₂CH₃ 1-117 Q1b (CH₂)₃CH₃ 1-118 Q1b

1-119 Q1b

1-120 Q1b

TABLE 4 physical property compound (melting number Q R1 point-ND) 1-121 Q1b

1-122 Q1b

1-123 Q1b

1-124 Q1b

1-125 Q1b

1-126 Q1b CF₃ 1-127 Q1b CH₂CF₃ 1-128 Q1b CF₂CF₃ 1.5395(25) 1-129 Q1b CH₂CH═CH₂ 1-130 Q1b CH2C≡CH 1-131 Q1b C₆H₅ 1-132 Q1b CH₂C₆H₅ 1-133 Q1b CH₂OCH₃ 1.5685(25) 1-134 Q1b CH₂OCH₂CH₃ 1-135 Q1b CH₂O(CH2)₂CH₃ 1-136 Q1b (CH₂)₂OCH₃ 1-137 Q1b (CH₂)₃OCH₃ 1-138 Q1b

1-139 Q1b

1-140 Q1b

1-141 Q1b

1-142 Q1b CH₂OCH₂CF₃ NMR 1-143 Q1b CH₂OCF₂CHF₂ 1-144 Q1b CH₂OCH2CF2CF3 1-145 Q1b CH₂OCH₂CH═CH₂ 1-146 Q1b CH₂OCH₂CH═CCl₂ 1-147 Q1b CH₂OCH₂CF═CF₂ 1-148 Q1b CH₂OC₂C≡CH 1-149 Q1b CH₂OCH₂C≡CCH₃ 1-150 Q1b CH₂SCH₃ 1-151 Q1b CH₂SCH₂CH₃ 1-152 Q1b CH₂S(CH₂)₂CH₃ 1-153 Q1b

1-154 Q1b

1-155 Q1b

1-156 Q1b

1-157 Q1b CH₂SCH₂CF₃ 1-158 Q1b CH₂SCH₂CH═CH₂ 1-159 Q1b CH₂SCH₂C≡CH 1-160 Q1b CH₂SOCH₃

TABLE 5 physical property compound (melting number Q R1 point-ND) 1-161 Q1b CH₂SOCH₂CH₃ 1-162 Q1b CH₂SO(CH₂)₂CH₃ 1-163 Q1b

1-164 Q1b

1-165 Q1b

1-166 Q1b

1-167 Q1b CH₂SOCH₂CF₃ 1-168 Q1b CH₂SOCH₂CH═CH₂ 1-169 Q1b CH₂SOCH₂C≡CH 1-170 Q1b CH₂SO₂CH₃ 1-171 Q1b CH₂SO₂CH₂CH₃ 1-172 Q1b CH₂SO₂(CH₂)₂CH₃ 1-173 Q1b

1-174 Q1b

1-175 Q1b

1-176 Q1b

1-177 Q1b CH₂SO₂CH₂CF₃ 1-178 Q1b CH₂SO₂CH₂CH═CH₂ 1-179 Q1b CH₂SO₂CH₂C≡CH 1-180 Q1b CH₂O(CH₂)₂OCH₃ 1-181 Q1b CH₂O(CH₂)₂OCH₂CH₃ 1-182 Q1b

1-183 Q1b CH₂O(CH₂)₂OCH₂CF₃ 1-184 Q1b CH₂O(CH₂)₂OCH₂CH═CH₂ 1-185 Q1b CH₂O(CH₂)₂OCH₂C≡CH 1-186 Q1b CH₂O(CH₂)₂SCH₃ 1-187 Q1b

1-188 Q1b CH₂O(CH₂)₂SCH₂CF₃ 1-189 Q1b CH₂O(CH₂)₂SCH₂CH═CH₂ 1-190 Q1b CH₂O(CH₂)₂SCH₂C≡CH 1-191 Q1b CH₂O(CH₂)₂SOCH₃ 1-192 Q1b

1-193 Q1b CH₂O(CH₂)₂SOCH₂CF₃ 1-194 Q1b CH₂O(CH₂)₂SOCH₂CH═CH₂ 1-195 Q1b CH₂O(CH₂)₂SOCH₂C≡CH 1-196 Q1b CH₂O(CH₂)₂SO₂CH₃ 1-197 Q1b

1-198 Q1b CH₂O(CH₂)₂SO₂CH₂CF₃ 1-199 Q1b CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 1-200 Q1b CH₂O(CH₂)₂SO₂CH₂C≡CH

TABLE 6 physical property compound (melting number Q R1 point-ND) 1-201 Q1b

1-202 Q1b

1-203 Q1b

1-204 Q1b

1-205 Q1b

1-206 Q1b

1-207 Q1b

1-208 Q1b

1-209 Q1b CH₂O(CH₂)₂NHSO₂CH₃ 1-210 Q1b CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-211 Q1b

1-212 Q1b CH₂O(CH₂)₂NHSO₂CF₃ 1-213 Q1b CH₂O(CH₂)₂NHSO₂CHF₂ 1-214 Q1b CH₂O(CH₂)₂NHSO₂CH₂CF₃ 1-215 Q1b SCH₃ 1-216 Q1b SOCH₃ 1-217 Q1b SO₂CH₃ 1-218 Q1b OCH₃ 1-219 Q1b OCH₂CH₃ 1-220 Q1b O(CH₂)₂CH₃ 1-221 Q1b OCH₂CF₃ 1-222 Q1b OCF₂CF₃ 1-223 Q1b O(CH₂)₂OCH₃ 1-224 Q1b NHCH₃ 1-225 Q1b NHCH₂CH₃ 1-226 Q1b N(CH₃)₂ 1-227 Q1b N(CH₂CH₃)₂ 1-228 Q1b N(CH₃)(CH₂CH₃) 1-229 Q1c CH₃ 1-230 Q1c CH₂CH₃ 1-231 Q1c (CH₂)₂CH₃ 1-232 Q1c

1-233 Q1c

1-234 Q1c

1-235 Q1c

1-236 Q1c

1-237 Q1c

1-238 Q1c

1-239 Q1c

1-240 Q1c CF₃

TABLE 7 physical property compound (melting number Q R1 point-ND) 1-241 Q1c CH₂CF₃ 1-242 Q1c CF₂CF₃ 1-243 Q1c CH₂CH═CH₂ 1-244 Q1c CH2C≡CH 1-245 Q1c C₆H₅ 1-246 Q1c CH₂C₆H₅ 1-247 Q1c CH₂OCH₃ 1-248 Q1c CH₂OCH₂CH₃ 1-249 Q1c CH₂O(CH2)₂CH₃ 1-250 Q1c (CH₂)₂OCH₃ 1-251 Q1c (CH₂)₃OCH₃ 1-252 Q1c

1-253 Q1c

1-254 Q1c

1-255 Q1c

1-256 Q1c CH₂OCH₂CF₃ 1-257 Q1c CH₂OCF₂CHF₂ 1-258 Q1c CH₂OCH2CF2CF3 1-259 Q1c CH₂OCH₂CH═CH₂ 1-260 Q1c CH₂OCH₂CH═CCl₂ 1-261 Q1c CH₂OCH₂CF═CF₂ 1-262 Q1c CH₂OC₂C≡CH 1-263 Q1c CH₂OCH₂C≡CCH₃ 1-264 Q1c CH₂SCH₃ 1-265 Q1c CH₂SCH₂CH₃ 1-266 Q1c CH₂S(CH₂)₂CH₃ 1-267 Q1c

1-268 Q1c

1-269 Q1c

1-270 Q1c

1-271 Q1c CH₂SCH₂CF₃ 1-272 Q1c CH₂SCH₂CH═CH₂ 1-273 Q1c CH₂SCH₂C≡CH 1-274 Q1c CH₂SOCH₃ 1-275 Q1c CH₂SOCH₂CH₃ 1-276 Q1c CH₂SO(CH₂)₂CH₃ 1-277 Q1c

1-278 Q1c

1-279 Q1c

1-280 Q1c

TABLE 8 physical property compound (melting number Q R1 point-ND) 1-281 Q1c CH₂SOCH₂CF₃ 1-282 Q1c CH₂SOCH₂CH═CH₂ 1-283 Q1c CH₂SOCH₂C≡CH 1-284 Q1c CH₂SO₂CH₃ 1-285 Q1c CH₂SO₂CH₂CH₃ 1-286 Q1c CH₂SO₂(CH₂)₂CH₃ 1-287 Q1c

1-288 Q1c

1-289 Q1c

1-290 Q1c

1-291 Q1c CH₂SO₂CH₂CF₃ 1-292 Q1c CH₂SO₂CH₂CH═CH₂ 1-293 Q1c CH₂SO₂CH₂C≡CH 1-294 Q1c CH₂O(CH₂)₂OCH₃ 1-295 Q1c CH₂O(CH₂)₂OCH₂CH₃ 1-296 Q1c

1-297 Q1c CH₂O(CH₂)₂OCH₂CF₃ 1-298 Q1c CH₂O(CH₂)₂OCH₂CH═CH₂ 1-299 Q1c CH₂O(CH₂)₂OCH₂C≡CH 1-300 Q1c CH₂O(CH₂)₂SCH₃ 1-301 Q1c

1-302 Q1c CH₂O(CH₂)₂SCH₂CF₃ 1-303 Q1c CH₂O(CH₂)₂SCH₂CH═CH₂ 1-304 Q1c CH₂O(CH₂)₂SCH₂C≡CH 1-305 Q1c CH₂O(CH₂)₂SOCH₃ 1-306 Q1c

1-307 Q1c CH₂O(CH₂)₂SOCH₂CF₃ 1-308 Q1c CH₂O(CH₂)₂SOCH₂CH═CH₂ 1-309 Q1c CH₂O(CH₂)₂SOCH₂C≡CH 1-310 Q1c CH₂O(CH₂)₂SO₂CH₃ 1-311 Q1c

1-312 Q1c CH₂O(CH₂)₂SO₂CH₂CF₃ 1-313 Q1c CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 1-314 Q1c CH₂O(CH₂)₂SO₂CH₂C≡CH 1-315 Q1c

1-316 Q1c

1-317 Q1c

1-318 Q1c

1-319 Q1c

1-320 Q1c

TABLE 9 physical property compound (melting number Q R1 point- ND) 1-321 Q1c

1-322 Q1c

1-323 Q1c CH₂O(CH₂)₂NHSO₂CH₃ 1-324 Q1c CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-325 Q1c

1-326 Q1c CH₂O(CH₂)₂NHSO₂CF₃ 1-327 Q1c CH₂O(CH₂)₂NHSO₂CHF₂ 1-328 Q1c CH₂O(CH₂)₂NHSO₂CH₂CF₃ 1-329 Q1c SCH₃ 1-330 Q1c SOCH₃ 1-331 Q1c SO₂CH₃ 1-332 Q1c OCH₃ 1-333 Q1c OCH₂CH₃ 1-334 Q1c O(CH₂)₂CH₃ 1-335 Q1c OCH₂CF₃ 1-336 Q1c OCF₂CF₃ 1-337 Q1c O(CH₂)₂OCH₃ 1-338 Q1c NHCH₃ 1-339 Q1c NHCH₂CH₃ 1-340 Q1c N(CH₃)₂ 1-341 Q1c N(CH₂CH₃)₂ 1-342 Q1c N(CH₃)(CH₂CH₃) 1-343 Q1d CH₃ 1-344 Q1d CH₂CH₃ 1-345 Q1d (CH₂)₂CH₃ 1-346 Q1d

1-347 Q1d

1-348 Q1d

1-349 Q1d

1-350 Q1d

1-351 Q1d

1-352 Q1d

1-353 Q1d

1-354 Q1d CF₃ 1-355 Q1d CH₂CF₃ 1-356 Q1d CF₂CF₃ 1-357 Q1d CH₂CH═CH₂ 1-358 Q1d CH2C≡CH 1-359 Q1d C₆H₅ 1-360 Q1d CH₂C₆H₅

TABLE 10 physical property compound (melting number Q R1 point-ND) 1-361 Q1d CH₂OCH₃ 1-362 Q1d CH₂OCH₂CH₃ 1-363 Q1d CH₂O(CH2)₂CH₃ 1-364 Q1d (CH₂)₂OCH₃ 1-365 Q1d (CH₂)₃OCH₃ 1-366 Q1d

1-367 Q1d

1-368 Q1d

1-369 Q1d

1-370 Q1d CH₂OCH₂CF₃ 1-371 Q1d CH₂OCF₂CHF₂ 1-372 Q1d CH₂OCH2CF2CF3 1-373 Q1d CH₂OCH₂CH═CH₂ 1-374 Q1d CH₂OCH₂CH═CCl₂ 1-375 Q1d CH₂OCH₂CF═CF₂ 1-376 Q1d CH₂OC₂C≡CH 1-377 Q1d CH₂OCH₂C≡CCH₃ 1-378 Q1d CH₂SCH₃ 1-379 Q1d CH₂SCH₂CH₃ 1-380 Q1d CH₂S(CH₂)₂CH₃ 1-381 Q1d

1-382 Q1d

1-383 Q1d

1-384 Q1d

1-385 Q1d CH₂SCH₂CF₃ 1-386 Q1d CH₂SCH₂CH═CH₂ 1-387 Q1d CH₂SCH₂C≡CH 1-388 Q1d CH₂SOCH₃ 1-389 Q1d CH₂SOCH₂CH₃ 1-390 Q1d CH₂SO(CH₂)₂CH₃ 1-391 Q1d

1-392 Q1d

1-393 Q1d

1-394 Q1d

1-395 Q1d CH₂SOCH₂CF₃ 1-396 Q1d CH₂SOCH₂CH═CH₂ 1-397 Q1d CH₂SOCH₂C≡CH 1-398 Q1d CH₂SO₂CH₃ 1-399 Q1d CH₂SO₂CH₂CH₃ 1-400 Q1d CH₂SO₂(CH₂)₂CH₃

TABLE 11 physical property compound (melting number Q R1 point-ND) 1-401 Q1d

1-402 Q1d

1-403 Q1d

1-404 Q1d

1-405 Q1d CH₂SO₂CH₂CF₃ 1-406 Q1d CH₂SO₂CH₂CH═CH₂ 1-407 Q1d CH₂SO₂CH₂C≡CH 1-408 Q1d CH₂O(CH₂)₂OCH₃ 1-409 Q1d CH₂O(CH₂)₂OCH₂CH₃ 1-410 Q1d

1-411 Q1d CH₂O(CH₂)₂OCH₂CF₃ 1-412 Q1d CH₂O(CH₂)₂OCH₂CH═CH₂ 1-413 Q1d CH₂O(CH₂)₂OCH₂C≡CH 1-414 Q1d CH₂O(CH₂)₂SCH₃ 1-415 Q1d

1-416 Q1d CH₂O(CH₂)₂SCH₂CF₃ 1-417 Q1d CH₂O(CH₂)₂SCH₂CH═CH₂ 1-418 Q1d CH₂O(CH₂)₂SCH₂C≡CH 1-419 Q1d CH₂O(CH₂)₂SOCH₃ 1-420 Q1d

1-421 Q1d CH₂O(CH₂)₂SOCH₂CF₃ 1-422 Q1d CH₂O(CH₂)₂SOCH₂CH═CH₂ 1-423 Q1d CH₂O(CH₂)₂SOCH₂C≡CH 1-424 Q1d CH₂O(CH₂)₂SO₂CH₃ 1-425 Q1d

1-426 Q1d CH₂O(CH₂)₂SO₂CH₂CF₃ 1-427 Q1d CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 1-428 Q1d CH₂O(CH₂)₂SO₂CH₂C≡CH 1-429 Q1d

1-430 Q1d

1-431 Q1d

1-432 Q1d

1-433 Q1d

1-434 Q1d

1-435 Q1d

1-436 Q1d

1-437 Q1d CH₂O(CH₂)₂NHSO₂CH₃ 1-438 Q1d CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-439 Q1d

1-440 Q1d CH₂O(CH₂)₂NHSO₂CF₃

TABLE 12 physical property compound (melting number Q R1 point-ND) 1-441 Q1d CH₂O(CH₂)₂NHSO₂CHF₂ 1-442 Q1d CH₂O(CH₂)₂NHSO₂CH₂CF₃ 1-443 Q1d SCH₃ 1-444 Q1d SOCH₃ 1-445 Q1d SO₂CH₃ 1-446 Q1d OCH₃ 1-447 Q1d OCH₂CH₃ 1-448 Q1d O(CH₂)₂CH₃ 1-449 Q1d OCH₂CF₃ 1-450 Q1d OCF₂CF₃ 1-451 Q1d O(CH₂)₂OCH₃ 1-452 Q1d NHCH₃ 1-453 Q1d NHCH₂CH₃ 1-454 Q1d N(CH₃)₂ 1-455 Q1d N(CH₂CH₃)₂ 1-456 Q1d N(CH₃)(CH₂CH₃) 1-457 Q1e CH₃ NMR 1-458 Q1e CH₂CH₃ 1-459 Q1e (CH₂)₂CH₃ 1-460 Q1e

1-461 Q1e

1-462 Q1e

1-463 Q1e

1-464 Q1e

1-465 Q1e

1-466 Q1e

1-467 Q1e

1-468 Q1e CF₃ 1-469 Q1e CH₂CF₃ 1-470 Q1e CF₂CF₃ 1-471 Q1e CH₂CH═CH₂ 1-472 Q1e CH2C≡CH 1-473 Q1e C₆H₅ 1-474 Q1e CH₂C₆H₅ 1-475 Q1e CH₂OCH₃ 1-476 Q1e CH₂OCH₂CH₃ 1-477 Q1e CH₂O(CH2)₂CH₃ 1-478 Q1e (CH₂)₂OCH₃ 1-479 Q1e (CH₂)₃OCH₃ 1-480 Q1e

TABLE 13 physical property (melting compound point- number Q R1 ND)   1-481 Q1e

1-482 Q1e

1-483 Q1e

1-484 Q1e CH₂OCH₂CF₃ 1-485 Q1e 1-486 Q1e CH₂OCH2CF2CF3 1-487 Q1e CH₂OCH₂CH═CH₂ 1-488 Q1e CH₂OCH₂CH═CCl₂ 1-489 Q1e CH₂OCH₂CF═CF₂ 1-490 Q1e CH₂OC₂C≡CH 1-491 Q1e CH₂OCH₂C≡CCH₃ 1-492 Q1e CH₂SCH₃ 1-493 Q1e CH₂SCH₂CH₃ 1-494 Q1e CH₂S(CH₂)₂CH₃ 1-495 Q1e

1-496 Q1e

1-497 Q1e

1-498 Q1e

1-499 Q1e CH₂SCH₂CF₃ 1-500 Q1e CH₂SCH₂CH═CH₂ 1-501 Q1e CH₂SCH₂C≡CH 1-502 Q1e CH₂SOCH₃ 1-503 Q1e CH₂SOCH₂CH₃ 1-504 Q1e CH₂SO(CH₂)₂CH₃ 1-505 Q1e

1-506 Q1e

1-507 Q1e

1-508 Q1e

1-509 Q1e CH₂SOCH₂CF₃ 1-510 Q1e CH₂SOCH₂CH═CH₂ 1-511 Q1e CH₂SOCH₂C≡CH 1-512 Q1e CH₂SO₂CH₃ 1-513 Q1e CH₂SO₂CH₂CH₃ 1-514 Q1e CH₂SO₂(CH₂)₂CH₃ 1-515 Q1e

1-516 Q1e

1-517 Q1e

1-518 Q1e

1-519 Q1e CH₂SO₂CH₂CF₃ 1-520 Q1e CH₂SO₂CH₂CH═CH₂

TABLE 14 physical property com- (melting pound point- number Q R1 ND) 1-521 Q1e CH₂SO₂CH₂C≡CH 1-522 Q1e CH₂O(CH₂)₂OCH₃ 1-523 Q1e CH₂O(CH₂)₂OCH₂CH₃ 1-524 Q1e

1-525 Q1e CH₂O(CH₂)₂OCH₂CF₃ 1-526 Q1e CH₂O(CH₂)₂OCH₂CH═CH₂ 1-527 Q1e CH₂O(CH₂)₂OCH₂C≡CH 1-528 Q1e CH₂O(CH₂)₂SCH₃ 1-529 Q1e

1-530 Q1e CH₂O(CH₂)₂SCH₂CF₃ 1-531 Q1e CH₂O(CH₂)₂SCH₂CH═CH₂ 1-532 Q1e CH₂O(CH₂)₂SCH₂C≡CH 1-533 Q1e CH₂O(CH₂)₂SOCH₃ 1-534 Q1e

1-535 Q1e CH₂O(CH₂)₂SOCH₂CF₃ 1-536 Q1e CH₂O(CH₂)₂SOCH₂CH═CH₂ 1-537 Q1e CH₂O(CH₂)₂SOCH₂C≡CH 1-538 Q1e CH₂O(CH₂)₂SO₂CH₃ 1-539 Q1e

1-540 Q1e CH₂O(CH₂)₂SO₂CH₂CF₃ 1-541 Q1e CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 1-542 Q1e CH₂O(CH₂)₂SO₂CH₂C≡CH 1-543 Q1e

1-544 Q1e

1-545 Q1e

1-546 Q1e

1-547 Q1e

1-548 Q1e

1-549 Q1e

1-550 Q1e

1-551 Q1e CH₂O(CH₂)₂NHSO₂CH₃ 1-552 Q1e CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-553 Q1e

1-554 Q1e CH₂O(CH₂)₂NHSO₂CF₃ 1-555 Q1e CH₂O(CH₂)₂NHSO₂CHF₂ 1-556 Q1e CH₂O(CH₂)₂NHSO₂CH₂CF₃ 1-557 Q1e SCH₃ 1-558 Q1e SOCH₃ 1-559 Q1e SO₂CH₃ 1-560 Q1e OCH₃

TABLE 15 physical property (melting compound point- number Q R1 ND)   1-561 Q1e OCH₂CH₃ 1-562 Q1e O(CH₂)₂CH₃ 1-563 Q1e OCH₂CF₃ 1-564 Q1e OCF₂CF₃ 1-565 Q1e O(CH₂)₂OCH₃ 1-566 Q1e NHCH₃ 1-567 Q1e NHCH₂CH₃ 1-568 Q1e N(CH₃)₂ 1-569 Q1e N(CH₂CH₃)₂ 1-570 Q1e N(CH₃)(CH₂CH₃) 1-571 Q1f CH₃ 1-572 Q1f CH₂CH₃ 1-573 Q1f (CH₂)₂CH₃ 1-574 Q1f

1-575 Q1f

1-576 Q1f

1-577 Q1f

1-578 Q1f

1-579 Q1f

1-580 Q1f

1-581 Q1f

1-582 Q1f CF₃ 1-583 Q1f CH₂CF₃ 1-584 Q1f CF₂CF₃ 1-585 Q1f CH₂CH═CH₂ 1-586 Q1f CH2C≡CH 1-587 Q1f C₆H₅ 1-588 Q1f CH₂C₆H₅ 1-589 Q1f CH₂OCH₃ 1-590 Q1f CH₂OCH₂CH₃ 1-591 Q1f CH₂O(CH2)₂CH₃ 1-592 Q1f (CH₂)₂OCH₃ 1-593 Q1f (CH₂)₃OCH₃ 1-594 Q1f

1-595 Q1f

1-596 Q1f

1-597 Q1f

1-598 Q1f CH₂OCH₂CF₃ 1-599 Q1f CH₂OCF₂CHF₂ 1-600 Q1f CH₂OCH2CF2CF3

TABLE 16 physical property compound (melting number

R1 point-ND) 1-601

1f CH₂OCH₂CH═CH₂ 1-602

1f CH₂OCH₂CH═CCl₂ 1-603

1f CH₂OCH₂CF═CF

1-604

1f CH

OC₂C

CH 1-605

1f CH₂OCH₂C

CCH₃ 1-606

1f CH₂SCH₃ 1-607

1f CH₂SCH₂CH₃ 1-608

1f CH₂S(CH₂)₂CH₃ 1-609

1f

1-610

1f

1-611

1f

1-612

1f

1-613

1f CH₂SCH₂CF₃ 1-614

1f CH₂SCH₂CH═CH

1-615

1f CH₂SCH₂C═CH 1-616

1f CH₂SOCH₃ 1-617

1f CH₂SOCH₂CH₃ 1-618

1f CH₂SO(CH₂)₂CH₃ 1-619

1f

1-620

1f

1-621

1f

1-622

1f

1-623

1f CH₂SOCH₂CF₃ 1-624

1f CH₂SOCH₂CH═CH₂ 1-625

1f CH₂SOCH₂C═CH 1-626

1f CH₂SO₂CH₃ 1-627

1f CH₂SO₂CH₂CH₃ 1-628

1f CH₂SO

(CH

)

CH

1-629

1f

1-630

1f

1-631

1f

1-632

1f

1-633

1f CH₂SO₂CH₂CF₃ 1-634

1f CH₂SO₂CH₂CH═CH

1-635

1f CH₂SO₂CH₂C═CH 1-636

1f CH₂O(CH

)

OCH₃ 1-637

1f CH₂O(CH

)

OCH₂CH₃ 1-638

1f

1-639

1f CH₂O(CH

)

OCH₂CF₃ 1-640

1f CH₂O(CH

)

OCH₂CH═CH

indicates data missing or illegible when filed

TABLE 17 physical property com- (melting pound point- number

R1 ND) 1-641

1f CH₂O(CH

)

OCH

═CH 1-642

1f CH₂O(CH

)

SCH

1-643

1f

1-644

1f CH₂O(CH

)

SCH

CF₃ 1-645

1f CH₂O(CH

)

SCH

CH═CH

1-646

1f CH₂O(CH

)

SCH

C═CH 1-647

1f CH₂O(CH

)

SOCH₃ 1-648

1f

1-649

1f CH₂O(CH

)

SOCH

CF₃ 1-650

1f CH₂O(CH

)

SOCH

CH═CH

1-651

1f CH₂O(CH

)

SOCH

C═CH 1-652

1f CH₂O(CH

)

SO

CH₃ 1-653

1f

1-654

1f CH₂O(CH

)

SO

CH₂CF₃ 1-655

1f CH₂O(CH

)

SO₂CH₂CH═CH

1-656

1f CH₂O(CH

)

SO

CH

C═CH 1-657

1f

1-658

1f

1-659

1f

1-660

1f

1-661

1f

1-662

1f

1-663

1f

1-664

1f

1-665

1f CH

O(CH

)

NHSO₂CH₃ 1-666

1f CH

O(CH

)

N(CH

)(SO₂CH₃) 1-667

1f

1-668

1f CH

O(CH

)

NHSO₂CF₃ 1-669

1f CH

O(CH

)

NHSO

CHF

1-670

1f CH₂O(CH

)

NHSO

CH

CF₃ 1-671

1f SCH₃ 1-672

1f SOCH₃ 1-673

1f SO₂CH₃ 1-674

1f OCH₃ 1-675

1f OCH₂CH₃ 1-676

1f O(CH

)

CH₃ 1-677

1f OCH₂CF₃ 1-678

1f OCF₂CF₃ 1-679

1f O(CH

)

OCH

1-680

1f NHCH₃

indicates data missing or illegible when filed

TABLE 18 physical property compound (melting number

R1 point-ND) 1-681

1f NHCH₂CH₃ 1-682

1f N(CH

)

1-683

1f N(CH

CH

)

1-684

1f N(CH

)(CH

CH₃) 1-685

1g CH₃ NMR 1-686

1g CH₂CH₃ 1-687

1g (CH

)

CH₃ 1-688

1g

1-689

1g

1-690

1g

1-691

1g

1-692

1g

1-693

1g

1-694

1g

1-695

1g

1-696

1g CF₃ 1-697

1g CH₂CF₃ 1-698

1g CF₂CF₃ 1-699

1g CH₂CH═CH

1-700

1g CH2C═CH 1-701

1g C

H

1-702

1g CH₂C₆H₅ 1-703

1g CH₂OCH₃ 114-120° C. 1-704

1g CH₂OCH₂CH₃ 1-705

1g CH₂O(CH2)

CH

1-706

1g (CH

)

OCH₃ 1-707

1g (CH

)

OCH₃ 1-708

1g

1-709

1g

1-710

1g

1-711

1g

1-712

1g CH₂OCH₂CF₃ NMR 1-713

1g CH₂OCF

CHF

1-714

1g CH₂OCH2CF2CF3 1-715

1g CH₂OCH

CH═CH

1-716

1g CH₂OCH₂CH═CCl

1-717

1g CH₂OCH₂CF═CF

1-718

1g CH₂OC

C

CH 1-719

1g CH₂OCH₂C

CCH

1-720

1g CH₂SCH₃

indicates data missing or illegible when filed

TABLE 19 physical property (melting compound point- number

R1 ND) 1-721

1g CH₂SCH₂CH₃ 1-722

1g CH₂S(CH₃)₂CH₃ 1-723

1g

1-724

1g

1-725

1g

1-726

1g

1-727

1g CH₂SCH₂CF₃ 1-728

1g CH₂SCH₂CH═CH

1-729

1g CH₂SCH₂C═CH 1-730

1g CH₂SOCH₃ 1-731

1g CH₂SOCH₂CH₃ 1-732

1g CH₂SO(CH

)

CH₃ 1-733

1g

1-734

1g

1-735

1g

1-736

1g

1-737

1g CH₂SOCH₂CF₃ 1-738

1g CH₂SOCH₂CH═CH

1-739

1g CH₂SOCH₂C═CH 1-740

1g CH₂SO₂CH₃ 1-741

1g CH₂SO₂CH₂CH₃ 1-742

1g CH₂SO₂(CH

)

CH₃ 1-743

1g

1-744

1g

1-745

1g

1-746

1g

1-747

1g CH₂SO₂CH₂CF₃ 1-748

1g CH₂SO₂CH₂CH═CH

1-749

1g CH₂SO₂CH₂C═CH 1-750

1g CH₂O(CH

)

OCH₃ 1-751

1g CH₂O(CH

)

OCH₂CH₃ 1-752

1g

1-753

1g CH₂O(CH

)

OCH₂CF₃ 1-754

1g CH₂O(CH

)

OCH₂CH═CH₂ 1-755

1g CH₂O(CH

)

OCH₂C

H 1-756

1g CH₂O(CH

)

SCH₃ 1-757

1g

1-758

1g CH₂O(CH

)

SCH₂CF₃ 1-759

1g CH₂O(CH

)

SCH₂CH═CH₂ 1-760

1g CH₂O(CH

)

SCH₂C═CH

indicates data missing or illegible when filed

TABLE 20 physical property compound (melting number Q R1 point-ND) 1-761 Q1g CH₂O(CH₂)₂SOCH₃ 1-762 Q1g

1-763 Q1g CH₂O(CH₂)₂SOCH₂CF₃ 1-764 Q1g CH₂O(CH₂)₂SOCH₂CH═CH₂ 1-765 Q1g CH₂O(CH₂)₂SOCH₂C≡CH 1-766 Q1g CH₂O(CH₂)₂SO₂CH₃ 1-767 Q1g

1-768 Q1g CH₂O(CH₂)₂SO₂CH₂CF₃ 1-769 Q1g CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 1-770 Q1g CH₂O(CH₂)₂SO₂CH₂C≡CH 1-771 Q1g

1-772 Q1g

1-773 Q1g

1-774 Q1g

1-775 Q1g

1-776 Q1g

1-777 Q1g

1-778 Q1g

1-779 Q1g CH₂O(CH₂)₂NHSO₂CH₃ 1-780 Q1g CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-781 Q1g

1-782 Q1g CH₂O(CH₂)₂NHSO₂CF₃ 1-783 Q1g CH₂O(CH₂)₂NHSO₂CHF₂ 1-784 Q1g CH₂O(CH₂)₂NHSO₂CH₂CF₃ 1-785 Q1g SCH₃ 1-786 Q1g SOCH₃ 1-787 Q1g SO₂CH₃ 1-788 Q1g OCH₃ 1-789 Q1g OCH₂CH₃ 1-790 Q1g O(CH₂)₂CH₃ 1-791 Q1g OCH₂CF₃ 1-792 Q1g OCF₂CF₃ 1-793 Q1g O(CH₂)₂OCH₃ 1-794 Q1g NHCH₃ 1-795 Q1g NHCH₂CH₃ 1-796 Q1g N(CH₃)₂ 1-797 Q1g N(CH₂CH₃)₂ 1-798 Q1g N(CH₃)(CH₂CH₃) 1-799 Q1h CH₃ NMR 1-800 Q1h CH₂CH₃

TABLE 21 physical property (melting compound point- number Q R1 ND)   1-801 Q1h (CH₂)₂CH₃ 1-802 Q1h

1-803 Q1h

1-804 Q1h

1-805 Q1h

1-806 Q1h

1-807 Q1h

1-808 Q1h

1-809 Q1h

1-810 Q1h CF₃ 1.5495 (25) 1-811 Q1h CH₂CF₃ 1-812 Q1h CF₂CF₃ 1-813 Q1h CH₂CH═CH₂ 1-814 Q1h CH2C≡CH 1-815 Q1h C₆H₅ 1-816 Q1h CH₂C₆H₅ 1-817 Q1h CH₂OCH₃ 1.5773 (25) 1-818 Q1h CH₂OCH₂CH₃ 1-819 Q1h CH₂O(CH2)₂CH₃ 1-820 Q1h (CH₂)₂OCH₃ 1-821 Q1h (CH2)₃OCH₃ 1-822 Q1h

1-823 Q1h

1-824 Q1h

1-825 Q1h

1-826 Q1h CH₂OCH₂CF₃ NMR 1-827 Q1h CH₂OCF₂CHF₂ 1-828 Q1h CH₂OCH2CF2CF3 1-829 Q1h CH₂OCH₂CH═CH₂ 1-830 Q1h CH₂OCH₂CH═CCl₂ 1-831 Q1h CH₂OCH₂CF═CF₂ 1-832 Q1h CH₂OC₂C≡CH 1-833 Q1h CH₂OCH₂C≡CCH₃ 1-834 Q1h CH₂SCH₃ 1-835 Q1h CH₂SCH₂CH₃ 1-836 Q1h CH₂S(CH₂)₂CH₃ 1-837 Q1h

1-838 Q1h

1-839 Q1h

1-840 Q1h

TABLE 22 physical property (melting compound point- number Q R1 ND)   1-841 Q1h CH₂SCH₂CF₃ 1-842 Q1h CH₂SCH₂CH═CH₂ 1-843 Q1h CH₂SCH₂C≡CH 1-844 Q1h CH₂SOCH₃ 1-845 Q1h CH₂SOCH₂CH₃ 1-846 Q1h CH₂SO(CH₂)₂CH₃ 1-847 Q1h

1-848 Q1h

1-849 Q1h

1-850 Q1h

1-851 Q1h CH₂SOCH₂CF₃ 1-852 Q1h CH₂SOCH₂CH═CH₂ 1-853 Q1h CH₂SOCH₂C≡CH 1-854 Q1h CH₂SO₂CH₃ 1-855 Q1h CH₂SO₂CH₂CH₃ 1-856 Q1h CH₂SO₂(CH₂)₂CH₃ 1-857 Q1h

1-858 Q1h

1-859 Q1h

1-860 Q1h

1-861 Q1h CH₂SO₂CH₂CF₃ 1-862 Q1h CH₂SO₂CH₂CH═CH₂ 1-863 Q1h CH₂SO₂CH₂C≡CH 1-864 Q1h CH₂O(CH₂)₂OCH₃ 1-865 Q1h CH₂O(CH₂)₂OCH₂CH₃ 1-866 Q1h

1-867 Q1h CH₂O(CH₂)₂OCH₂CF₃ 1-868 Q1h CH₂O(CH₂)₂OCH₂CH═CH₂ 1-869 Q1h CH₂O(CH₂)₂OCH₂C≡CH 1-870 Q1h CH₂O(CH₂)₂SCH₃ 1-871 Q1h

1-872 Q1h CH₂O(CH₂)₂SCH₂CF₃ 1-873 Q1h CH₂O(CH₂)₂SCH₂CH═CH₂ 1-874 Q1h CH₂O(CH₂)₂SCH₂C≡CH 1-875 Q1h CH₂O(CH₂)₂SOCH₃ 1-876 Q1h

1-877 Q1h CH₂O(CH₂)₂SOCH₂CF₃ 1-878 Q1h CH₂O(CH₂)₂SOCH₂CH═CH₂ 1-879 Q1h CH₂O(CH₂)₂SOCH₂C≡CH 1-880 Q1h CH₂O(CH₂)₂SO₂CH₃

TABLE 23 physical property com- (melting pound point- number Q R1 ND) 1-881 Q1h

1-882 Q1h CH₂O(CH₂)₂SO₂CH₂CF₃ 1-883 Q1h CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 1-884 Q1h CH₂O(CH₂)₂SO₂CH₂C≡CH 1-885 Q1h

1-886 Q1h

1-887 Q1h

1-888 Q1h

1-889 Q1h

1-890 Q1h

1-891 Q1h

1-892 Q1h

1-893 Q1h CH₂O(CH₂)₂NHSO₂CH₃ 1-894 Q1h CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-895 Q1h

1-896 Q1h CH₂O(CH₂)₂NHSO₂CF₃ 1-897 Q1h CH₂O(CH₂)₂NHSO₂CHF₂ 1-898 Q1h CH₂O(CH₂)₂NHSO₂CH₂CF₃ 1-899 Q1h SCH₃ 1-900 Q1h SOCH₃ 1-901 Q1h SO₂CH₃ 1-902 Q1h OCH₃ 1-903 Q1h OCH₂CH₃ 1-904 Q1h O(CH₂)₂CH₃ 1-905 Q1h OCH₂CF₃ 1-906 Q1h OCF₂CF₃ 1-907 Q1h O(CH₂)₂OCH₃ 1-908 Q1h NHCH₃ 1-909 Q1h NCH₂CH₃ 1-910 Q1h N(CH₃)₂ 1-911 Q1h N(CH₂CH₃)₂ 1-912 Q1h N(CH₃)(CH₂CH₃) 1-913 Q1i CH₃ NMR 1-914 Q1i CH₂CH₃ 1-915 Q1i (CH₂)₂CH₃ 1-916 Q1i

1-917 Q1i

1-918 Q1i

1-919 Q1i

1-920 Q1i

TABLE 24 physical property compound (melting number Q R1 point-ND) 1-921 Q1i

1-922 Q1i

1-923 Q1i

1-924 Q1i CF₃ 1-925 Q1i CH₂CF₃ 1-926 Q1i CF₂CF₃ 1-927 Q1i CH₂CH═CH₂ 1-928 Q1i CH2C≡CH 1-929 Q1i C₆H₅ 1-930 Q1i CH₂C₆H₅ 1-931 Q1i CH₂OCH₃ 1-932 Q1i CH₂OCH₂CH₃ 1-933 Q1i CH₂O(CH2)₂CH₃ 1-934 Q1i (CH₂)₂OCH₃ 1-935 Q1i (CH₂)₃OCH₃ 1-936 Q1i

1-937 Q1i

1-938 Q1i

1-939 Q1i

1-940 Q1i CH₂OCH₂CF₃ 1-941 Q1i CH₂OCF₂CHF₂ 1-942 Q1i CH₂OCH2CF2CF3 1-943 Q1i CH₂OCH₂CH═CH₂ 1-944 Q1i CH₂OCH₂CH═CCl₂ 1-945 Q1i CH₂OCH₂CF═CF₂ 1-946 Q1i CH₂OC₂C≡CH 1-947 Q1i CH₂OCH₂C≡CCH₃ 1-948 Q1i CH₂SCH₃ 1-949 Q1i CH₂SCH₂CH₃ 1-950 Q1i CH₂S(CH₂)₂CH₃ 1-951 Q1i

1-952 Q1i

1-953 Q1i

1-954 Q1i

1-955 Q1i CH₂SCH₂CF₃ 1-956 Q1i CH₂SCH₂CH═CH₂ 1-957 Q1i CH₂SCH₂C≡CH 1-958 Q1i CH₂SOCH₃ 1-959 Q1i CH₂SOCH₂CH₃ 1-960 Q1i CH₂SO(CH₂)₂CH₃

TABLE 25 physical property compound (melting number Q R1 point-ND) 1-961 Q1i

1-962 Q1i

1-963 Q1i

1-964 Q1i

1-965 Q1i CH₂SOCH₂CF₃ 1-966 Q1i CH₂SOCH2CH═CH₂ 1-967 Q1i CH₂SOCH₂C≡CH 1-968 Q1i CH₂SO₂CH₃ 1-969 Q1i CH₂SO₂CH₂CH₃ 1-970 Q1i CH₂SO₂(CH₂)₂CH₃ 1-971 Q1i

1-972 Q1i

1-973 Q1i

1-974 Q1i

1-975 Q1i CH₂SO₂CH₂CF₃ 1-976 Q1i CH₂SO₂CH₂CH═CH₂ 1-977 Q1i CH₂CO₂CH₂C≡CH 1-978 Q1i CH₂O(CH₂)₂OCH₃ 1-979 Q1i CH₂O(CH₂)₂OCH₂CH₃ 1-980 Q1i

1-981 Q1i CH₂O(CH₂)₂OCH₂CF₃ 1-982 Q1i CH₂O(CH₂)₂OCH₂CH═CH₂ 1-983 Q1i CH₂O(CH₂)₂OCH₂C≡CH 1-984 Q1i CH₂O(CH₂)₂SCH₃ 1-985 Q1i

1-986 Q1i CH₂O(CH₂)₂SCH₂CF₃ 1-987 Q1i CH₂O(CH₂)₂SCH₂CH═CH₂ 1-988 Q1i CH₂O(CH₂)₂SCH₂C≡CH 1-989 Q1i CH₂O(CH₂)₂SOCH₃ 1-990 Q1i

1-991 Q1i CH₂O(CH₂)₂SOCH₂CF₃ 1-992 Q1i CH₂O(CH₂)₂SOCH₂CH═CH₂ 1-993 Q1i CH₂O(CH₂)₂SOCH₂C≡CH 1-994 Q1i CH₂O(CH₂)₂SO₂CH₃ 1-995 Q1i

1-996 Q1i CH₂O(CH₂)₂SO₂CH₂CF₃ 1-997 Q1i CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 1-998 Q1i CH₂O(CH₂)₂SO₂CH₂C≡CH 1-999 Q1i

1-1000 Q1i

TABLE 26 physical property compound (melting number Q R1 point-ND) 1-1001 Q1i

1-1002 Q1i

1-1003 Q1i

1-1004 Q1i

1-1005 Q1i

1-1006 Q1i

1-1007 Q1i CH₂O(CH₂)₂NHSO₂CH₃ 1-1008 Q1i CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-1009 Q1i

1-1010 Q1i CH₂O(CH₂)₂NHSO₂CF₃ 1-1011 Q1i CH₂O(CH₂)₂NHSO₂CHF₂ 1-1012 Q1i CH₂O(CH₂)₂NHSO₂CH₂CF₃ 1-1013 Q1i SCH₃ 1-1014 Q1i SOCH₃ 1-1015 Q1i SO₂CH₃ 1-1016 Q1i OCH₃ 1-1017 Q1i OCH₂CH₃ 1-1018 Q1i O(CH₂)₂CH₃ 1-1019 Q1i OCH₂CF₃ 1-1020 Q1i OCF₂CF₃ 1-1021 Q1i O(CH₂)₂OCH₃ 1-1022 Q1i NHCH₃ 1-1023 Q1i NHCH₂CH₃ 1-1024 Q1i N(CH₃)₂ 1-1025 Q1i N(CH₂CH₃)₂ 1-1026 Q1i N(CH₃)(CH₂CH₃)

TABLE 27

physical property compound (melting number Q R1 point-ND) 2-1 Q2a CH₃ NMR 2-2 Q2a CH₂CH₃ 2-3 Q2a (CH₂)₂CH₃ 2-4 Q2a

2-5 Q2a

2-6 Q2a

2-7 Q2a

2-8 Q2a

2-9 Q2a

2-10 Q2a

2-11 Q2a

2-12 Q2a CF₃ 174-178° C. 2-13 Q2a CH₂CF₃ 2-14 Q2a CF₂CF₃ 2-15 Q2a CH₂CH═CH₂ 2-16 Q2a CH2C≡CH 2-17 Q2a C₆H₅ 2-18 Q2a CH₂C₆H₅ 2-19 Q2a CH₂OCH₃ 2-20 Q2a CH₂OCH₂CH₃ 2-21 Q2a CH₂O(CH2)₂CH₃ 2-22 Q2a (CH₂)₂OCH₃ 2-23 Q2a (CH₂)₃OCH₃ 2-24 Q2a

2-25 Q2a

2-26 Q2a

2-27 Q2a

2-28 Q2a CH₂OCH₂CF₃ NMR 2-29 Q2a CH₂OCF₂CHF₂ 2-30 Q2a CH₂OCH2CF2CF3 2-31 Q2a CH₂OCH₂CH═CH₂ 2-32 Q2a CH₂OCH₂CH═CCl₂ 2-33 Q2a CH₂OCH₂CF═CF₂ 2-34 Q2a CH₂OC₂C═CH 2-35 Q2a CH₂OCH₂C≡CCH₃ 2-36 Q2a CH₂SCH₃ 2-37 Q2a CH₂SCH₂CH₃ 2-38 Q2a CH₂S(CH₂)₂CH₃ 2-39 Q2a

2-40 Q2a

TABLE 28 physical property (melting compound point- number

R

ND) 2-41

2a

2-42

2a

2-43

2a CH

SCH₂CF₃ 2-44

2a CH₂SCH₂CH═CH

2-45

2a CH₂SCH

C≡CH 2-46

2a CH₂SOCH₃ 2-47

2a CH₂SOCH₂CH₃ 2-48

2a CH₂SO(CH

)

CH₃ 2-49

2a

2-50

2a

2-51

2a

2-52

2a

2-53

2a CH₂SOCH₂CF₃ 2-54

2a CH₂SOCH₂CH═CH₂ 2-55

2a CH₂SOCH₂C≡CH 2-56

2a CH₂SO₂CH₃ 2-57

2a CH₂SO₂CH₂CH₃ 2-58

2a CH₂SO₂(CH

)

CH₃ 2-59

2a

2-60

2a

2-61

2a

2-62

2a

2-63

2a CH₂SO₂CH₂CF₃ 2-64

2a CH₂SO₂CH₂CH═CH

2-65

2a CH₂SO₂CH₂C═CH 2-66

2a CH₂O(CH

)

OCH₃ 2-67

2a CH₂O(CH

)

OCH₂CH₃ 2-68

2a

2-69

2a CH₂O(CH

)

OCH₂CF₃ 2-70

2a CH₂O(CH

)

OCH₂CH═CH

2-71

2a CH₂O(CH

)

OCH₂C═CH 2-72

2a CH₂O(CH

)

SCH₃ 2-73

2a

2-74

2a CH₂O(CH

)

SCH₂CF₃ 2-75

2a CH₂O(CH

)

SCH₂CH═CH

2-76

2a CH₂O(CH

)

SCH₂C═CH 2-77

2a CH₂O(CH

)

SOCH₃ 2-78

2a

2-79

2a CH₂O(CH

)

SOCH₂CF₃ 2-80

2a CH₂O(CH

)

SOCH₂CH═CH₃

indicates data missing or illegible when filed

TABLE 29 physical property compound (melting number Q R1 point-ND) 2-81  Q2a CH₂O(CH₂)₂SOCH₂C≡CH 2-82  Q2a CH₂O(CH₂)₂SO₂CH₃ 2-83  Q2a

2-84  Q2a CH₂O(CH₂)₂SO₂CH₂CF₃ 2-85  Q2a CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 2-86  Q2a CH₂O(CH₂)₂SO₂CH₂C≡CH 2-87  Q2a

2-88  Q2a

2-89  Q2a

2-90  Q2a

2-91  Q2a

2-92  Q2a

2-93  Q2a

2-94  Q2a

2-95  Q2a CH₂O(CH₂)₂NHSO₂CH₃ 2-96  Q2a CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 2-97  Q2a

2-98  Q2a CH₂O(CH₂)₂NHSO₂CF₃ 2-99  Q2a CH₂O(CH₂)₂NHSO₂CHF₂ 2-100 Q2a CH₂O(CH₂)₂NHSO₂CH₂CF₃ 2-101 Q2a SCH₃ 2-102 Q2a SOCH₃ 2-103 Q2a SO₂CH₃ 2-104 Q2a OCH₃ 2-105 Q2a OCH₂CH₃ 2-106 Q2a O(CH₂)₂CH₃ 2-107 Q2a OCH₂CF₃ 2-108 Q2a OCF₂CF₃ 2-109 Q2a O(CH₂)₂OCH₃ 2-110 Q2a NHCH₃ 2-111 Q2a NHCH₂CH₃ 2-112 Q2a N(CH₃)₂ 2-113 Q2a N(CH₂CH₃)₂ 2-114 Q2a N(CH₃)(CH₂CH₃) 2-115 Q2b CH₃ 2-116 Q2b CH₂CH₃ 2-117 Q2b (CH₂)₂CH₃ 2-118 Q2b

2-119 Q2b

2-120 Q2b

TABLE 30 physical property compound (melting number Q R1 point-ND) 2-121 Q2b

2-122 Q2b

2-123 Q2b

2-124 Q2b

2-125 Q2b

2-126 Q2b CF₃ 2-127 Q2b CH₂CF₃ 2-128 Q2b CF₂CF₃ 2-129 Q2b CH₂CH═CH₂ 2-130 Q2b CH2C≡CH 2-131 Q2b C₆H₅ 2-132 Q2b CH₂C₆H₅ 2-133 Q2b CH₂OCH₃ 2-134 Q2b CH₂OCH₂CH₃ 2-135 Q2b CH₂O(CH2)₂CH₃ 2-136 Q2b (CH₂)₂OCH₃ 2-137 Q2b (CH₂)₃OCH₃ 2-138 Q2b

2-139 Q2b

2-140 Q2b

2-141 Q2b

2-142 Q2b CH₂OCH₂CF₃ 2-143 Q2b CH₂OCF₂CHF₂ 2-144 Q2b CH₂OCH2CF2CF3 2-145 Q2b CH₂OCH₂CH═CH₂ 2-146 Q2b CH₂OCH₂CH═CCl₂ 2-147 Q2b CH₂OCH₂CF═CF₂ 2-148 Q2b CH₂OC₂C≡CH 2-149 Q2b CH₂OCH₂C≡CCH₃ 2-150 Q2b CH₂SCH₃ 2-151 Q2b CH₂SCH₂CH₃ 2-152 Q2b CH₂S(CH₂)₂CH₃ 2-153 Q2b

2-154 Q2b

2-155 Q2b

2-156 Q2b

2-157 Q2b CH₂SCH₂CF₃ 2-158 Q2b CH₂SCH₂CH═CH₂ 2-159 Q2b CH₂SCH₂C≡CH 2-160 Q2b CH₂SOCH₃

TABLE 31 physical property compound (melting number Q R1 point-ND) 2-161 Q2b CH₂SOCH₂CH₃ 2-162 Q2b CH₂SO(CH₂)₂CH₃ 2-163 Q2b

2-164 Q2b

2-165 Q2b

2-166 Q2b

2-167 Q2b CH₂SOCH₂CF₃ 2-168 Q2b CH₂SOCH₂CH═CH₂ 2-169 Q2b CH₂SOCH₂C≡CH 2-170 Q2b CH₂SO₂CH₃ 2-171 Q2b CH₂SO₂CH₂CH₃ 2-172 Q2b CH₂SO₂(CH₂)₂CH₃ 2-173 Q2b

2-174 Q2b

2-175 Q2b

2-176 Q2b

2-177 Q2b CH₂SO₂CH₂CF₃ 2-178 Q2b CH₂SO₂CH₂CH═CH₂ 2-179 Q2b CH₂SO₂CH₂C≡CH 2-180 Q2b CH₂O(CH₂)₂OCH₃ 2-181 Q2b CH₂O(CH₂)₂OCH₂CH₃ 2-182 Q2b

2-183 Q2b CH₂O(CH₂)₂OCH₂CF₃ 2-184 Q2b CH₂O(CH₂)₂OCH₂CH═CH₂ 2-185 Q2b CH₂O(CH₂)₂OCH₂C≡CH 2-186 Q2b CH₂O(CH₂)₂SCH₃ 2-187 Q2b

2-188 Q2b CH₂O(CH₂)₂SCH₂CF₃ 2-189 Q2b CH₂O(CH₂)₂SCH₂CH═CH₂ 2-190 Q2b CH₂O(CH₂)₂SCH₂C≡CH 2-191 Q2b CH₂O(CH₂)₂SOCH₃ 2-192 Q2b

2-193 Q2b CH₂O(CH₂)₂SOCH₂CF₃ 2-194 Q2b CH₂O(CH₂)₂SOCH₂CH═CH₂ 2-195 Q2b CH₂O(CH₂)₂SOCH₂C≡CH 2-196 Q2b CH₂O(CH₂)₂SO₂CH₃ 2-197 Q2b

2-198 Q2b CH₂O(CH₂)₂SO₂CH₂CF₃ 2-199 Q2b CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 2-200 Q2b CH₂O(CH₂)₂SO₂CH₂C≡CH

TABLE 32 physical property compound (melting number Q R1 point-ND) 2-201 Q2b

2-202 Q2b

2-203 Q2b

2-204 Q2b

2-205 Q2b

2-206 Q2b

2-207 Q2b

2-208 Q2b

2-209 Q2b CH₂O(CH₂)₂NHSO₂CH₃ 2-210 Q2b CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 2-211 Q2b

2-212 Q2b CH₂O(CH₂)₂NHSO₂CF₃ 2-213 Q2b CH₂O(CH₂)₂NHSO₂CHF₂ 2-214 Q2b CH₂O(CH₂)₂NHSO₂CH₂CF₃ 2-215 Q2b SCH₃ 2-216 Q2b SOCH₃ 2-217 Q2b SO₂CH₃ 2-218 Q2b OCH₃ 2-219 Q2b OCH₂CH₃ 2-220 Q2b O(CH₂)₂CH₃ 2-221 Q2b OCH₂CF₃ 2-222 Q2b OCF₂CF₃ 2-223 Q2b O(CH₂)₂OCH₃ 2-224 Q2b NHCH₃ 2-225 Q2b NHCH₂CH₃ 2-226 Q2b N(CH₃)₂ 2-227 Q2b N(CH₂CH₃)₂ 2-228 Q2b N(CH₃)(CH₂CH₃) 2-229 Q2c CH₃ NMR 2-230 Q2c CH₂CH₃ 2-231 Q2c (CH₂)₂CH₃ 2-232 Q2c

2-233 Q2c

2-234 Q2c

2-235 Q2c

2-236 Q2c

2-237 Q2c

2-238 Q2c

2-239 Q2c

2-240 Q2c CF₃

TABLE 33 physical property compound (melting number Q R1

2-241 Q2c CH₂CF₃ 2-242 Q2c CF₂CF₃ 2-243 Q2c CH₂CH═CH₂ 2-244 Q2c CH2C≡CH 2-245 Q2c C₆C₅ 2-246 Q2c CH₂C₆C₅ 2-247 Q2c CH₂OCH₃ 2-248 Q2c CH₂OCH₂CH₃ 2-249 Q2c CH₂O(CH2)₂CH₃ 2-250 Q2c (CH₂)₂OCH₃ 2-251 Q2c (CH₂)₃OCH₃ 2-252 Q2c

2-253 Q2c

2-254 Q2c

2-255 Q2c

2-256 Q2c CH₂OCH₂CF₃ 2-257 Q2c CH₂OCF₂CHF₂ 2-258 Q2c CH₂OCH2CF2CF3 2-259 Q2c CH₂OCH₂CH═CH₂ 2-260 Q2c CH₂OCH₂CH═CCl₂ 2-261 Q2c CH₂OCH₂CF═CF₂ 2-262 Q2c CH₂OC₂C≡CH 2-263 Q2c CH₂OCH₂C≡CCH₃ 2-264 Q2c CH₂SCH₃ 2-265 Q2c CH₂SCH₂CH₃ 2-266 Q2c CH₂S(CH₂)₂CH₃ 2-267 Q2c

2-268 Q2c

2-269 Q2c

2-270 Q2c

2-271 Q2c CH₂SCH₂CF₃ 2-272 Q2c CH₂SCH₂CH═CH₂ 2-273 Q2c CH₂SCH₂C≡CH 2-274 Q2c CH₂SOCH₃ 2-275 Q2c CH₂SOCH₂CH₃ 2-276 Q2c CH₂SO(CH₂)₂CH₃ 2-277 Q2c

2-278 Q2c

2-279 Q2c

2-280 Q2c

indicates data missing or illegible when filed

TABLE 34 physical property compound (melting number Q R1 point-ND) 2-281 Q2c CH₂SOCH₂CF₃ 2-282 Q2c CH₂SOCH₂CH═CH₂ 2-283 Q2c CH₂SOCH₂C≡CH 2-284 Q2c CH₂SO₂CH₃ 2-285 Q2c CH₂SO₂CH₂CH₃ 2-286 Q2c CH₂SO₂(CH₂)₂CH₃ 2-287 Q2c

2-288 Q2c

2-289 Q2c

2-290 Q2c

2-291 Q2c CH₂SO₂CH₂CF₃ 2-292 Q2c CH₂SO₂CH₂CH═CH₂ 2-293 Q2c CH₂SO₂CH₂C≡CH 2-294 Q2c CH₂O(CH₂)₂OCH₃ 2-295 Q2c CH₂O(CH₂)₂OCH₂CH₃ 2-296 Q2c

2-297 Q2c CH₂O(CH₂)₂OCH₂CF₃ 2-298 Q2c CH₂O(CH₂)₂OCH₂CH═CH₂ 2-299 Q2c CH₂O(CH₂)₂OCH₂C≡CH 2-300 Q2c CH₂O(CH₂)₂SCH₃ 2-301 Q2c

2-302 Q2c CH₂O(CH₂)₂SCH₂CF₃ 2-303 Q2c CH₂O(CH₂)₂SCH₂CH═CH₂ 2-304 Q2c CH₂O(CH₂)₂SCH₂C≡CH 2-305 Q2c CH₂O(CH₂)₂SOCH₃ 2-306 Q2c

2-307 Q2c CH₂O(CH₂)₂SOCH₂CF₃ 2-308 Q2c CH₂O(CH₂)₂SOCH₂CH═CH₂ 2-309 Q2c CH₂O(CH₂)₂SOCH₂C≡CH 2-310 Q2c CH₂O(CH₂)₂SO₂CH₃ 2-311 Q2c

2-312 Q2c CH₂O(CH₂)₂SO₂CH₂CF₃ 2-313 Q2c CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 2-314 Q2c CH₂O(CH₂)₂SO₂CH₂C≡CH 2-315 Q2c

2-316 Q2c

2-317 Q2c

2-318 Q2c

2-319 Q2c

2-320 Q2c

TABLE 35 physical property com- (melting pound point- number

R

ND) 2-321

2c

2-322

2c

2-323

2c CH

O(CH

)

NHSO₂CH₃ 2-324

2c CH₂O(CH

)

N(CH

)(SO₂CH₃) 2-325

2c

2-326

2c CH₂O(CH

)

NHSO₂CF₃ 2-327

2c CH

O(CH

)

NHSO₂CHF₃ 2-328

2c CH₂O(CH

)

NHSO

CH₂CF₃ 2-329

2c SCH₃ 2-330

2c SOCH₃ 2-331

2c SO₂CH₃ 2-332

2c OCH₃ 2-333

2c OCH₂CH₃ 2-334

2c O(CH

)

CH₃ 2-335

2c OCH₂CF₃ 2-336

2c OCF

CF

2-337

2c

(CH

)

OCH₃ 2-338

2c NHCH₃ 2-339

2c NHCH₂CH₃ 2-340

2c N(CH

)

2-341

2c N(CH₂CH

)

2-342

2c N(CH

)(CH

CH

) 2-343

2d CH₃ 2-344

2d CH₂CH₃ 2-345

2d (CH

)

CH₃ 2-346

2d

2-347

2d

2-348

2d

2-349

2d

2-350

2d

2-351

2d

2-352

2d

2-353

2d

2-354

2d CF₃ 2-355

2d CH₂CF₃ 2-356

2d CF₂CF₃ 2-357

2d CH₂CH═CH₂ 2-358

2d CH2C≡CH 2-359

2d C

H

2-360

2d CH₂C

H

indicates data missing or illegible when filed

TABLE 36 physical property (melting compound point- number Q R1 ND)   2-361 Q2d CH₂OCH₃ 2-362 Q2d CH₂OCH₂CH₃ 2-363 Q2d CH₂O(CH2)₂CH₃ 2-364 Q2d (CH₂)₂OCH₃ 2-365 Q2d (CH₂)₃OCH₃ 2-366 Q2d

2-367 Q2d

2-368 Q2d

2-369 Q2d

2-370 Q2d CH₂OCH₂CF₃ 2-371 Q2d CH₂OCF₂CHF₂ 2-372 Q2d CH₂OCH2CF2CF3 2-373 Q2d CH₂OCH₂CH═CH₂ 2-374 Q2d CH₂OCH₂CH═CCl₂ 2-375 Q2d CH₂OCH₂CF═CF₂ 2-376 Q2d CH₂OC₂C≡CH 2-377 Q2d CH₂OCH₂C≡CCH₃ 2-378 Q2d CH₂SCH₃ 2-379 Q2d CH₂SCH₂CH₃ 2-380 Q2d CH₂S(CH₂)₂CH₃ 2-381 Q2d

2-382 Q2d

2-383 Q2d

2-384 Q2d

2-385 Q2d CH₂SCH₂CF₃ 2-386 Q2d CH₂SCH₂CH═CH₂ 2-387 Q2d CH₂SCH₂C≡CH 2-388 Q2d CH₂SOCH₃ 2-389 Q2d CH₂SOCH₂CH₃ 2-390 Q2d CH₂SO(CH₂)₂CH₃ 2-391 Q2d

2-392 Q2d

2-393 Q2d

2-394 Q2d

2-395 Q2d CH₂SOCH₂CF₃ 2-396 Q2d CH₂SOCH₂CH═CH₂ 2-397 Q2d CH₂SOCH₂C≡CH 2-398 Q2d CH₂SO₂CH₃ 2-399 Q2d CH₂SO₂CH₂CH₃ 2-400 Q2d CH₂SO₂(CH₂)₂CH₃

TABLE 37 physical property compound (melting number Q R1 point-ND) 2-401 Q2d

2-402 Q2d

2-403 Q2d

2-404 Q2d

2-405 Q2d CH₂SO₂CH₂CF₃ 2-406 Q2d CH₂SO₂CH₂CH═CH₂ 2-407 Q2d CH₂SO₂CH₂C≡CH 2-408 Q2d CH₂O(CH₂)₂OCH₃ 2-409 Q2d CH₂O(CH₂)₂OCH₂CH₃ 2-410 Q2d

2-411 Q2d CH₂O(CH₂)₂OCH₂CF₃ 2-412 Q2d CH₂O(CH₂)₂OCH₂CH═CH₂ 2-413 Q2d CH₂O(CH₂)₂OCH₂C≡CH 2-414 Q2d CH₂O(CH₂)₂SCH₃ 2-415 Q2d

2-416 Q2d CH₂O(CH₂)₂SCH₂CF₃ 2-417 Q2d CH₂O(CH₂)₂SCH₂CH═CH₂ 2-418 Q2d CH₂O(CH₂)₂SCH₂C≡CH 2-419 Q2d CH₂O(CH₂)₂SOCH₃ 2-420 Q2d

2-421 Q2d CH₂O(CH₂)₂SOCH₂CF₃ 2-422 Q2d CH₂O(CH₂)₂SOCH₂CH═CH₂ 2-423 Q2d CH₂O(CH₂)₂SOCH₂C≡CH 2-424 Q2d CH₂O(CH₂)₂SO₂CH₃ 2-425 Q2d

2-426 Q2d CH₂O(CH₂)₂SO₂CH₂CF₃ 2-427 Q2d CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 2-428 Q2d CH₂O(CH₂)₂SO₂CH₂C≡CH 2-429 Q2d

2-430 Q2d

2-431 Q2d

2-432 Q2d

2-433 Q2d

2-434 Q2d

2-435 Q2d

2-436 Q2d

2-437 Q2d CH₂O(CH₂)₂NHSO₂CH₃ 2-438 Q2d CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 2-439 Q2d

2-440 Q2d CH₂O(CH₂)₂NHSO₂CF₃

TABLE 38 physical property compound (melting number Q R1 point-ND) 2-441 Q2d CH₂O(CH₂)₂NHSO₂CHF₃ 2-442 Q2d CH₂O(CH₂)₂NHSO₂CH₂CF₃ 2-443 Q2d SCH₃ 2-444 Q2d SOCH₃ 2-445 Q2d SO₂CH₃ 2-446 Q2d OCH₃ 2-447 Q2d OCH₂CH₃ 2-448 Q2d O(CH₂)₂CH₃ 2-449 Q2d OCH₂CF₃ 2-450 Q2d OCF₂CF₃ 2-451 Q2d O(CH₂)₂OCH₃ 2-452 Q2d NHCH₃ 2-453 Q2d NHCH₂CH₃ 2-454 Q2d N(CH₃)₂ 2-455 Q2d N(CH₂CH₃)₂ 2-456 Q2d N(CH₃)(CH₂CH₃) 2-457 Q2e CH₃ 2-458 Q2e CH₂CH₃ 2-459 Q2e (CH₂)₂CH₃ 2-460 Q2e

2-461 Q2e

2-462 Q2e

2-463 Q2e

2-464 Q2e

2-465 Q2e

2-466 Q2e

2-467 Q2e

2-468 Q2e CF₃ 2-469 Q2e CH₂CF₃ 2-470 Q2e CF₂CF₃ 2-471 Q2e CH₂CH═CH₂ 2-472 Q2e CH2C═CH 2-473 Q2e C₆H₅ 2-474 Q2e CH₂C₆H₅ 2-475 Q2e CH₂OCH₃ 2-476 Q2e CH₂OCH₂CH₃ 2-477 Q2e CH₂O(CH2)₂CH₃ 2-478 Q2e (CH₂)₂OCH₃ 2-479 Q2e (CH₂)₃OCH₃ 2-480 Q2e

TABLE 39 physical property compound (melting number Q R1 point-ND) 2-481 Q2e

2-482 Q2e

2-483 Q2e

2-484 Q2e CH₂OCH₂CF₃ 2-485 Q2e 2-486 Q2e CH₂OCH2CF2CF3 2-487 Q2e CH₂OCH₂CH═CH₂ 2-488 Q2e CH₂OCH₂CH═CCl₂ 2-489 Q2e CH₂OCH₂CF═CF₂ 2-490 Q2e CH₂OC₂C═CH 2-491 Q2e CH₂OCH₂C═CCH₃ 2-492 Q2e CH₃SCH₃ 2-493 Q2e CH₂SCH₂CH₃ 2-494 Q2e CH₂S(CH₂)₂CH₃ 2-495 Q2e

2-496 Q2e

2-497 Q2e

2-498 Q2e

2-499 Q2e CH₂SCH₂CF₃ 2-500 Q2e CH₂SCH₂CH═CH₂ 2-501 Q2e CH₂SCH₂C≡CH 2-502 Q2e CH₃SOCH₃ 2-503 Q2e CH₂SOCH₂CH₃ 2-504 Q2e CH₂SO(CH₂)₂CH₃ 2-505 Q2e

2-506 Q2e

2-507 Q2e

2-508 Q2e

2-509 Q2e CH₂SOCH₂CF₃ 2-510 Q2e CH₂SOCH₂CH═CH₂ 2-511 Q2e CH₂SOCH₂C≡CH 2-512 Q2e CH₂SO₂CH₃ 2-513 Q2e CH₂SO₂CH₂CH₃ 2-514 Q2e CH₂SO₂(CH₂)₂CH₃ 2-515 Q2e

2-516 Q2e

2-517 Q2e

2-518 Q2e

2-519 Q2e CH₂SO₂CH₂CF₃ 2-520 Q2e CH₃SO₂CH₂CH═CH₂

TABLE 40 physical property compound (melting number Q R1 point-ND) 2-521 Q2e CH₂SO₂CH₂C≡CH 2-522 Q2e CH₂O(CH₂)₂OCH₃ 2-523 Q2e CH₂O(CH₂)₂OCH₂CH₃ 2-524 Q2e

2-525 Q2e CH₂O(CH₂)₂OCH₂CF₃ 2-526 Q2e CH₂O(CH₂)₂OCH₂CH═CH₂ 2-527 Q2e CH₂O(CH₂)₂OCH₂C≡CH 2-528 Q2e CH₂O(CH₂)₂SCH₃ 2-529 Q2e

2-530 Q2e CH₂O(CH₂)₂SCH₂CF₃ 2-531 Q2e CH₂O(CH₂)₂SCH₂CH═CH₂ 2-532 Q2e CH₂O(CH₂)₂SCH₂C≡CH 2-533 Q2e CH₂O(CH₂)₂SOCH₃ 2-534 Q2e

2-535 Q2e CH₂O(CH₂)₂SOCH₂CF₃ 2-536 Q2e CH₂O(CH₂)₂SOCH₂CH═CH₂ 2-537 Q2e CH₂O(CH₂)₂SOCH₂C≡CH 2-538 Q2e CH₂O(CH₂)₂SO₂CH₃ 2-539 Q2e

2-540 Q2e CH₂O(CH₂)₂SO₂CH₂CF₃ 2-541 Q2e CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 2-542 Q2e CH₂O(CH₂)₂SO₂CH₂C≡CH 2-543 Q2e

2-544 Q2e

2-545 Q2e

2-546 Q2e

2-547 Q2e

2-548 Q2e

2-549 Q2e

2-550 Q2e

2-551 Q2e CH₂O(CH₂)₂NHSO₂CH₃ 2-552 Q2e CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 2-553 Q2e

2-554 Q2e CH₂O(CH₂)₂NHSO₂CF₃ 2-555 Q2e CH₂O(CH₂)₂NHSO₂CHF₂ 2-556 Q2e CH₂O(CH₂)₂NHSO₂CH₂CF₃ 2-557 Q2e SCH₃ 2-558 Q2e SOCH₃ 2-559 Q2e SO₂CH₃ 2-560 Q2e OCH₃

TABLE 41 physical property compound (melting number Q R1 point-ND) 2-561 Q2e OCH₂CH₃ 2-562 Q2e O(CH₂)₂CH₃ 2-563 Q2e OCH₂CF₃ 2-564 Q2e OCF₂CF₃ 2-565 Q2e O(CH₂)₂OCH₃ 2-566 Q2e NHCH₃ 2-567 Q2e NHCH₂CH₃ 2-568 Q2e N(CH₃)₂ 2-569 Q2e N(CH₂CH₃)₂ 2-570 Q2e N(CH₃)(CH₂CH₃) 2-571 Q2f CH₃ 2-572 Q2f CH₂CH₃ 2-573 Q2f (CH₂)₂CH₃ 2-574 Q2f

2-575 Q2f

2-576 Q2f

2-577 Q2f

2-578 Q2f

2-579 Q2f

2-580 Q2f

2-581 Q2f

2-582 Q2f CF₃ 2-583 Q2f CH₂CF₃ 2-584 Q2f CF₂CF₃ 2-585 Q2f CH₂CH═CH₂ 2-586 Q2f CH2C≡CH 2-587 Q2f C₆H₅ 2-588 Q2f CH₂C₆H₅ 2-589 Q2f CH₂OCH₃ 2-590 Q2f CH₂OCH₂CH₃ 2-591 Q2f CH₂O(CH2)₂CH₃ 2-592 Q2f (CH₂)₂OCH₃ 2-593 Q2f (CH₂)₃OCH₃ 2-594 Q2f

2-595 Q2f

2-596 Q2f

2-597 Q2f

2-598 Q2f CH₂OCH₂CF₃ 2-599 Q2f CH₂OCF₂CHF₂ 2-600 Q2f CH₂OCH2CF2CF3

TABLE 42 physical property compound (melting number D R1 point-ND) 2-601 Q2f CH₂OCH₂CH═CH₂ 2-602 Q2f CH₂OCH₂CH═CCl₂ 2-603 Q2f CH₂OCH₂CF═CF₃ 2-604 Q2f CH₂OC₂C≡CH 2-605 Q2f CH₂OCH₂C≡CCH₃ 2-606 Q2f CH₂SCH₃ 2-607 Q2f CH₂SCH₂CH₃ 2-608 Q2f CH₂S(CH₂)₂CH₃ 2-609 Q2f

2-610 Q2f

2-611 Q2f

2-612 Q2f

2-613 Q2f CH₂SCH₂CF₃ 2-614 Q2f CH₂SCH₂CH═CH₃ 2-615 Q2f CH₂SCH₂C≡CH 2-616 Q2f CH₂SOCH₃ 2-617 Q2f CH₂SOCH₂CH₃ 2-618 Q2f CH₂SO(CH₂)₂CH₃ 2-619 Q2f

2-620 Q2f

2-621 Q2f

2-622 Q2f

2-623 Q2f CH₂SOCH₂CF₃ 2-624 Q2f CH₂SOCH₂CH═CH₂ 2-625 Q2f CH₂SOCH₂C≡CH 2-626 Q2f CH₂SO₂CH₃ 2-627 Q2f CH₂SO₂CH₂CH₃ 2-628 Q2f CH₂SO₂(CH₃)₂CH₃ 2-629 Q2f

2-630 Q2f

2-631 Q2f

2-632 Q2f

2-633 Q2f CH₂SO₂CH₂CF₃ 2-634 Q2f CH₂SO₂CH₂CH═CH₂ 2-635 Q2f CH₂SO₂CH₂C≡CH 2-636 Q2f CH₂O(CH₂)₂OCH₃ 2-637 Q2f CH₂O(CH₂)₂OCH₂CH₃ 2-638 Q2f

2-639 Q2f CH₂O(CH₂)₂OCH₂CF₃ 2-640 Q2f CH₂O(CH₂)₂OCH₂CH═CH₂

TABLE 43 physical property compound (melting number Q R1 point-ND) 2-641 Q2f CH₂O(CH₂)₂OCH₂C≡CH 2-642 Q2f CH₂O(CH₂)₂SCH₃ 2-643 Q2f

2-644 Q2f CH₂O(CH₂)₂SCH₂CF₃ 2-645 Q2f CH₂O(CH₂)₂SCH₂CH═CH₂ 2-646 Q2f CH₂O(CH₂)₂SCH₂C≡CH 2-647 Q2f CH₂O(CH₂)₂SOCH₃ 2-648 Q2f

2-649 Q2f CH₂O(CH₂)₂SOCH₂CF₃ 2-650 Q2f CH₂O(CH₂)₂SOCH₂CH═CH₂ 2-651 Q2f CH₂O(CH₂)₂SOCH₂C≡CH 2-652 Q2f CH₂O(CH₂)₂SO₂CH₃ 2-653 Q2f

2-654 Q2f CH₂O(CH₂)₂SO₂CH₂CF₃ 2-655 Q2f CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 2-656 Q2f CH₂O(CH₂)₂SO₂CH₂C≡CH 2-657 Q2f

2-658 Q2f

2-659 Q2f

2-660 Q2f

2-661 Q2f

2-662 Q2f

2-663 Q2f

2-664 Q2f

2-665 Q2f CH₂O(CH₂)₂NHSO₂CH₃ 2-666 Q2f CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 2-667 Q2f

2-668 Q2f CH₂O(CH₂)₂NHSO₂CF₃ 2-669 Q2f CH₂O(CH₂)₂NHSO₂CHF₂ 2-670 Q2f CH₂O(CH₂)₂NHSO₂CH₂CF₃ 2-671 Q2f SCH₃ 2-672 Q2f SOCH₃ 2-673 Q2f SO₂CH₃ 2-674 Q2f OCH₃ 2-675 Q2f OCH₂CH₃ 2-676 Q2f O(CH₂)₂CH₃ 2-677 Q2f OCH₂CF₃ 2-678 Q2f OCF₂CF₃ 2-679 Q2f O(CH₂)₂OCH₃ 2-680 Q2f NHCH₃

TABLE 44 compound physical property number Q R1 (melting point-ND) 2-681 Q2f NHCH₂CH₃ 2-682 Q2f N(CH₃)₂ 2-683 Q2f N(CH₂CH₃) 2-684 Q2f N(CH₃)(CH₂CH₃)

TABLE 45

 

 

 

physical property compound (melting number Q R1 point-ND) 3-1 Q3a CH₃ 3-2 Q3a CH₂CH₃ 3-3 Q3a (CH₂)₂CH₃ 3-4 Q3a

3-5 Q3a

3-6 Q3a

3-7 Q3a

3-8 Q3a

3-9 Q3a

3-10 Q3a

3-11 Q3a

3-12 Q3a CF₃ 3-13 Q3a CH₂CF₂ 3-14 Q3a CF₂CF₃ 3-15 Q3a CH₂CH═CH₂ 3-16 Q3a CH2C≡CH 3-17 Q3a C₆H₆ 3-18 Q3a CH₂C₆H₆ 3-19 Q3a CH₂OCH₃ 3-20 Q3a CH₂OCH₂CH₃ 3-21 Q3a CH₂O(CH2)₂CH₃ 3-22 Q3a (CH₂)₂OCH₃ 3-23 Q3a (CH₂)₃OCH₃ 3-24 Q3a

3-25 Q3a

3-26 Q3a

3-27 Q3a

3-28 Q3a CH₂OCH₂CF₃ 3-29 Q3a CH₂OCF₂CHF₂ 3-30 Q3a CH₂OCH2CF2CF3 3-31 Q3a CH₂OCH₂CH═CH₂ 3-32 Q3a CH₂OCH₂CH═CCl₂ 3-33 Q3a CH₂OCH₂CF═CF₂ 3-34 Q3a CH₂OC₂C≡CH 3-35 Q3a CH₂OCH₂C≡CCH₃ 3-36 Q3a CH₂SCH₃ 3-37 Q3a CH₂SCH₂CH₃ 3-38 Q3a CH₂S(CH₂)₂CH₃ 3-39 Q3a

3-40 Q3a

TABLE 46 physical property compound (melting number Q R1 point-ND) 3-41 Q3a

3-42 Q3a

3-43 Q3a CH₂SCH₂CF₃ 3-44 Q3a CH₂SCH₂CH═CH₂ 3-45 Q3a CH₂SCH₂C═CH 3-46 Q3a CH₂SOCH₃ 3-47 Q3a CH₂SOCH₂CH₃ 3-48 Q3a CH₂SO(CH₂)₂CH₃ 3-49 Q3a

3-50 Q3a

3-51 Q3a

3-52 Q3a

3-53 Q3a CH₂SOCH₂CF₃ 3-54 Q3a CH₂SOCH₂CH═CH₂ 3-55 Q3a CH₂SOCH₂C≡CH 3-56 Q3a CH₂SO₂CH₃ 3-57 Q3a CH₂SO₂CH₂CH₃ 3-58 Q3a CH₂SO₂(CH₂)₂CH₃ 3-59 Q3a

3-60 Q3a

3-61 Q3a

3-62 Q3a

3-63 Q3a CH₂SO₂CH₂CF₃ 3-64 Q3a CH₂SO₂CH₂CF₃ 3-65 Q3a CH₂SO₂CH₂C≡CH 3-66 Q3a CH₂O(CH₂)₂OCH₃ 3-67 Q3a CH₂O(CH₂)₂OCH₂CH₃ 3-68 Q3a

3-69 Q3a CH₂O(CH₂)₂OCH₂CF₃ 3-70 Q3a CH₂O(CH₂)₂OCH₂CH═CH₂ 3-71 Q3a CH₂O(CH₂)₂OCH₂C≡CH 3-72 Q3a CH₂O(CH₂)₂SCH₃ 3-73 Q3a

3-74 Q3a CH₂O(CH₂)₂SCH₂CF₃ 3-75 Q3a CH₂O(CH₂)₂SCH₂CH═CH₂ 3-76 Q3a CH₂O(CH₂)₂SCH₂C≡CH 3-77 Q3a CH₂O(CH₂)₂SOCH₃ 3-78 Q3a

3-79 Q3a CH₂O(CH₂)₂SOCH₂CF₃ 3-80 Q3a CH₂O(CH₂)₂SOCH₂CH═CH₂

physical property compound (melting number Q R1

3-81 Q3a CH₂O(CH₂)₂SOCH₂C

CH 3-82 Q3a CH₂O(CH₂)₂SO₂CH₃ 3-83 Q3a

3-84 Q3a CH₂O(CH₂)₂SO₂CH₂CF₃ 3-85 Q3a CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 3-86 Q3a CH₂O(CH₂)₂SO₂CH₂C

CH 3-87 Q3a

3-88 Q3a

3-89 Q3a

3-90 Q3a

3-91 Q3a

3-92 Q3a

3-93 Q3a

3-94 Q3a

3-95 Q3a CH₂O(CH₂)₂NHSO₂CH₃ 3-96 Q3a CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 3-97 Q3a

3-98 Q3a CH₂O(CH₂)₂NHSO₂CF₃ 3-99 Q3a CH₂O(CH₂)₂NHSO₂CHF₂ 3-100 Q3a CH₂O(CH₂)₂NHSO₂CH₂CF₃ 3-101 Q3a SCH₃ 3-102 Q3a SOCH₃ 3-103 Q3a SO₂CH₃ 3-104 Q3a OCH₃ 3-105 Q3a OCH₂CH₃ 3-106 Q3a O(CH₂)₂CH₃ 3-107 Q3a OCH₂CF₃ 3-108 Q3a OCF₂CF₃ 3-109 Q3a O(CH₂)₂OCH₃ 3-110 Q3a NHCH₃ 3-111 Q3a NHCH₂CH₃ 3-112 Q3a N(CH₃)₂ 3-113 Q3a N(CH₂CH₃)₂ 3-114 Q3a N(CH₃)(CH₂CH₃) 3-115 Q3b CH₃ NMR 3-116 Q3b CH₂CH₃ 3-117 Q3b (CH₂)₂CH₃ 3-118 Q3b

3-119 Q3b

3-120 Q3b

indicates data missing or illegible when filed

TABLE 48 physical property (melting compound point- number Q R1 ND)   3-121 Q3b

3-122 Q3b

3-123 Q3b

3-124 Q3b

3-125 Q3b

3-126 Q3b CF₃ 3-127 Q3b CH₂CF₃ 3-128 Q3b CF₂CF₃ 3-129 Q3b CH₂CH═CH₂ 3-130 Q3b CH2C≡CH 3-131 Q3b C₆H₅ 3-132 Q3b CH₂C₆H₅ 3-133 Q3b CH₂OCH₃ 3-134 Q3b CH₂OCH₂CH₃ 3-135 Q3b CH₂O(CH2)₂CH₃ 3-136 Q3b (CH₂)₂OCH₃ 3-137 Q3b (CH₂)₃OCH₃ 3-138 Q3b

3-139 Q3b

3-140 Q3b

3-141 Q3b

3-142 Q3b CH₂OCH₂CF₃ 3-143 Q3b CH₂OCF₂CHF₂ 3-144 Q3b CH₂OCH2CF2CF3 3-145 Q3b CH₂OCH₂CH═CH₂ 3-146 Q3b CH₂OCH₂CH═CCl₂ 3-147 Q3b CH₂OCH₂CF═CF₂ 3-148 Q3b CH₂OC₂C≡CH 3-149 Q3b CH₂OCH₂C≡CCH₃ 3-150 Q3b CH₂SCH₃ 3-151 Q3b CH₂SCH₂CH₃ 3-152 Q3b CH₂S(CH₂)₂CH₃ 3-153 Q3b

3-154 Q3b

3-155 Q3b

3-156 Q3b

3-157 Q3b CH₂SCH₂CF₃ 3-158 Q3b CH₂SCH₂CH═CH₂ 3-159 Q3b CH₂SCH₂C≡CH 3-160 Q3b CH₂SOCH₃

TABLE 49 physical property compound (melting number Q R1 point-ND) 3-161 Q3b CH₂SOCH₂CH₃ 3-162 Q3b CH₂SO(CH₂)₂CH₃ 3-163 Q3b

3-164 Q3b

3-165 Q3b

3-166 Q3b

3-167 Q3b CH₂SOCH₂CF₃ 3-168 Q3b CH₂SOCH₂CH═CH₂ 3-169 Q3b CH₂SOCH₂C≡CH 3-170 Q3b CH₂SO₂CH₃ 3-171 Q3b CH₂SO₂CH₂CH₃ 3-172 Q3b CH₂SO₂(CH₂)₂CH₃ 3-173 Q3b

3-174 Q3b

3-175 Q3b

3-176 Q3b

3-177 Q3b CH₂SO₂CH₂CF₃ 3-178 Q3b CH₂SO₂CH₂CH═CH₂ 3-179 Q3b CH₂SO₂CH₂C≡CH 3-180 Q3b CH₂O(CH₂)₂OCH₃ 3-181 Q3b CH₂O(CH₂)₂OCH₂CH₃ 3-182 Q3b

3-183 Q3b CH₂O(CH₂)₂OCH₂CF₃ 3-184 Q3b CH₂O(CH₂)₂OCH₂CH═CH₂ 3-185 Q3b CH₂O(CH₂)₂OCH₂C≡CH 3-186 Q3b CH₂O(CH₂)₂SCH₃ 3-187 Q3b

3-188 Q3b CH₂O(CH₂)₂SCH₂CF₃ 3-189 Q3b CH₂O(CH₂)₂SCH₂CH═CH₂ 3-190 Q3b CH₂O(CH₂)₂SCH₂C≡CH 3-191 Q3b CH₂O(CH₂)₂SOCH₃ 3-192 Q3b

3-193 Q3b CH₂O(CH₂)₂SOCH₂CF₃ 3-194 Q3b CH₂O(CH₂)₂SOCH₂CH═CH₂ 3-195 Q3b CH₂O(CH₂)₂SOCH₂C≡CH 3-196 Q3b CH₂O(CH₂)₂SO₂CH₃ 3-197 Q3b

3-198 Q3b CH₂O(CH₂)₂SO₂CH₂CF₃ 3-199 Q3b CH₂O(CH₂)₂SO₂CH═CH₂ 3-200 Q3b CH₂O(CH₂)₂SO₂CH₂C≡CH

TABLE 50 physical property compound (melting number Q R1 point-ND) 3-201 Q3b

3-202 Q3b

3-203 Q3b

3-204 Q3b

3-205 Q3b

3-206 Q3b

3-207 Q3b

3-208 Q3b

3-209 Q3b CH₂O(CH₂)₂NHSO₂CH₃ 3-210 Q3b CH₂O(CH₂)₂N(CH₃)(SO₂CH₃₎ 3-211 Q3b

3-212 Q3b CH₂O(CH₂)₂NHSO₂CF₃ 3-213 Q3b CH₂O(CH₂)₂NHSO₂CHF₂ 3-214 Q3b CH₂O(CH₂)₂NHSO₂CH₂CF₃ 3-215 Q3b SCH₃ 3-216 Q3b SOCH₃ 3-217 Q3b SO₂CH₃ 3-218 Q3b OCH₃ 3-219 Q3b OCH₂CH₃ 3-220 Q3b O(CH₂)₂CH₃ 3-221 Q3b OCH₂CF₃ 3-222 Q3b OCF₂CF₃ 3-223 Q3b O(CH₂)₂OCH₃ 3-224 Q3b NHCH₃ 3-225 Q3b NHCH₂CH₃ 3-226 Q3b N(CH₃)₂ 3-227 Q3b N(CH₂CH₃)₂ 3-228 Q3b N(CH₃)(CH₂CH₃) 3-229 Q3c CH₃ 3-230 Q3c CH₂CH₃ 3-231 Q3c (CH₂)₂CH₃ 3-232 Q3c

3-233 Q3c

3-234 Q3c

3-235 Q3c

3-236 Q3c

3-237 Q3c

3-238 Q3c

3-239 Q3c

3-240 Q3c CF₃

TABLE 51 physical property compound (melting number Q R1

3-241 Q3c CH₂CF₃ 3-242 Q3c CF₂CF₃ 3-243 Q3c CH₂CH═CH 3-244 Q3c CH2C≡CH 3-245 Q3c C₆C₅ 3-246 Q3c CH₂C₆C₅ 3-247 Q3c CH₂OCH₃ 3-248 Q3c CH₂OCH₂CH₃ 3-249 Q3c CH₂O(CH2)₂CH₃ 3-250 Q3c (CH₂)₂OCH₃ 3-251 Q3c (CH₂)₃OCH₃ 3-252 Q3c

3-253 Q3c

3-254 Q3c

3-255 Q3c

3-256 Q3c CH₂OCH₂CF₃ 3-257 Q3c CH₂OCH₂CHF₂ 3-258 Q3c CH₂OCH2CF2CF3 3-259 Q3c CH₂OCH₂CH═CH₂ 3-260 Q3c CH₂OCH₂CH═CCl₂ 3-261 Q3c CH₂OCH₂CF═CF 3-262 Q3c CH₂OC₂C≡CH 3-263 Q3c CH₂OCH₂C≡CCH₃ 3-264 Q3c CH₂SCH₃ 3-265 Q3c CH₂S(CH₂)₂CH₃ 3-266 Q3c CH₂S(CH₂)₂CH₃ 3-267 Q3c

3-268 Q3c

3-269 Q3c

3-270 Q3c

3-271 Q3c CH₂SCH₂CF₃ 3-272 Q3c CH₂SCH₂CH═CH₂ 3-273 Q3c CH₂SCH₂C≡CH 3-274 Q3c CH₂SOCH₃ 3-275 Q3c CH₂SOCH₂CH₃ 3-276 Q3c CH₂SO(CH₂)₂CH₃ 3-277 Q3c

3-278 Q3c

3-279 Q3c

3-280 Q3c

indicates data missing or illegible when filed

TABLE 52 physical com- property pound (melting number

R1 point-ND) 3-281

3c CH₂SOCH

CF₃ 3-282

3c CH

SOCH₂CH═CH

3-283

3c CH

SOCH₂C═CH 3-284

3c CH

SO

CH₂ 3-285

3c CH

SO

CH

CH₃ 3-286

3c CH

SO₂(CH₂)₂

CH

3-287

3c

3-288

3c

3-289

3c

3-290

3c

3-291

3c CH

SO

CH

CF

3-292

3c CH

SO

CH₂CH═CH

3-293

3c CH

SO

CH

C═CH 3-294

3c CH

O(CH₂)

OCH₃ 3-295

3c CH

O(CH

)

OCH

CH

3-296

3c

3-297

3c CH

O(CH₂)₂OCH₂CF

3-298

3c CH₂O(CH

)

OCH

CH

CH₂ 3-299

3c CH

O(CH₂)₂OCH₂CH═CH 3-300

3c CH₂O(CH

)

SCH

3-301

3c

3-302

3c CH₂O(CH

)

SCH

CF

3-303

3c CH

O(CH₂)₂SCH

CH═CH

3-304

3c CH₂O(CH

)

SCH

C═CH 3-305

3c CH

O(CH₂)₂SOCH

3-306

3c

3-307

3c CH

O(CH₂)₂SOCH₂CF

3-308

3c CH₂O(CH

)

SOCH

CH═CH

3-309

3c CH

O(CH₂)₂SOCH₂C═CH 3-310

3c CH₂O(CH

)

SO

CH

3-311

3c

3-312

3c CH₂O(CH

)

SO

CH

CF

3-313

3c CH

O(CH₂)₂SO

CH

CH═CH

3-314

3c CH₂O(CH

)

SO

CH

C═CH 3-315

3c

3-316

3c

3-317

3c

3-318

3c

3-319

3c

3-320

3c

indicates data missing or illegible when filed

TABLE 53 physical property (melting compound point- number Q R1 ND) 3-321 Q3c

3-322 Q3c

3-323 Q3c CH₂O(CH₂)₂NHSO₂CH₃ 3-324 Q3c CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 3-325 Q3c

3-326 Q3c CH₂O(CH₂)₂NHSO₂CF₃ 3-327 Q3c CH₂O(CH₂)₂NHSO₂CHF₂ 3-328 Q3c CH₂O(CH₂)₂NHSO₂CH₂CF₃ 3-329 Q3c SCH₃ 3-330 Q3c SOCH₃ 3-331 Q3c SO₂CH₃ 3-332 Q3c OCH₃ 3-333 Q3c OCH₂CH₃ 3-334 Q3c O(CH₂)₂CH₃ 3-335 Q3c OCH₂CF₃ 3-336 Q3c OCF₂CF₃ 3-337 Q3c O(CH₂)₂OCH₃ 3-338 Q3c NHCH₃ 3-339 Q3c NHCH₂CH₃ 3-340 Q3c N(CH₃)₂ 3-341 Q3c N(CH₂CH₃)₂ 3-342 Q3c N(CH₃)(CH₂CH₃) 3-343 Q3d CH₃ NMR 3-344 Q3d CH₂CH₃ 3-345 Q3d (CH₂)₂CH₃ 3-346 Q3d

3-347 Q3d

3-348 Q3d

3-349 Q3d

3-350 Q3d

3-351 Q3d

3-352 Q3d

3-353 Q3d

3-354 Q3d CF₃ 3-355 Q3d CH₂CF₃ 3-356 Q3d CF₂CF₃ 3-357 Q3d CH₂CH═CH₂ 3-358 Q3d CH2C≡CH 3-359 Q3d C₆H₅ 3-360 Q3d CH₂C₆H₅

TABLE 54 physical property (melting compound point- number Q R1 ND)   3-361 Q3d CH₂OCH₃ 3-362 Q3d CH₂OCH₂CH₃ 3-363 Q3d CH₂O(CH2)₂CH₃ 3-364 Q3d (CH₂)₂OCH₃ 3-365 Q3d (CH₂)₃OCH₃ 3-366 Q3d

3-367 Q3d

3-368 Q3d

3-369 Q3d

3-370 Q3d CH₂OCH₂CF₃ 3-371 Q3d CH₂OCF₂CHF₂ 3-372 Q3d CH₂OCH2CF2CF3 3-373 Q3d CH₂OCH₂CH═CH₂ 3-374 Q3d CH₂OCH₂CH═CCl₂ 3-375 Q3d CH₂OCH₂CF═CF₂ 3-376 Q3d CH₂OC₂C≡CH 3-377 Q3d CH₂OCH₂C≡CCH₃ 3-378 Q3d CH₂SCH₃ 3-379 Q3d CH₂SCH₂CH₃ 3-380 Q3d CH₂S(CH₂)₂CH₃ 3-381 Q3d

3-382 Q3d

3-383 Q3d

3-384 Q3d

3-385 Q3d CH₂SCH₂CF₃ 3-386 Q3d CH₂SCH₂CH═CH₂ 3-387 Q3d CH₂SCH₂C≡CH 3-388 Q3d CH₂SOCH₃ 3-389 Q3d CH₂SOCH₂CH₃ 3-390 Q3d CH₂SO(CH₂)₂CH₃ 3-391 Q3d

3-392 Q3d

3-393 Q3d

3-394 Q3d

3-395 Q3d CH₂SOCH₂CF₃ 3-396 Q3d CH₂SOCH₂CH═CH₂ 3-397 Q3d CH₂SOCH₂C≡CH 3-398 Q3d CH₂SO₂CH₃ 3-399 Q3d CH₂SO₂CH₂CH₃ 3-400 Q3d CH₂SO₂(CH₂)₂CH₃

TABLE 55 physical property (melting compound point- number

R

ND) 3-401

3d

3-402

3d

3-403

3d

3-404

3d

3-405

3d CH₂SO

CH₂CF₃ 3-406

3d CH₂SO₂CH

CH═CH

3-407

3d CH₂SO

CH₂C═C 3-408

3d CH₂O(CH

)

OCH₃ 3-409

3d CH₂O(CH

)

OCH

CH₃ 3-410

3d

3-411

3d CH

O(CH

)

OCH₂CF₃ 3-412

3d CH

O(CH

)

OCH₂CH═CH₃ 3-413

3d CH

O(CH

)

OCH₂C═CH 3-414

3d CH₂O(CH

)

SCH₃ 3-415

3d

3-416

3d CH₂O(CH

)

SCH₂CF₃ 3-417

3d CH₂O(CH

)

SCH

CH═CH₃ 3-418

3d CH₂O(CH

)

SCH₂C═CH 3-419

3d CH₂O(CH

)

SOCH₃ 3-420

3d

3-421

3d CH

O(CH

)

SOCH₂CF₃ 3-422

3d CH

O(CH

)

SOCH₂CH═CH₂ 3-423

3d CH

O(CH

)

SOCH₂C═CH 3-424

3d CH₂O(CH

)

SO₂CH₃ 3-425

3d

3-426

3d CH₂O(CH

)

SO₂CH₂CF₃ 3-427

3d CH₂O(CH

)

SO₂CH₂C═CH

3-428

3d CH₂O(CH

)

SO

CH₂C═CH 3-429

3d

3-430

3d

3-431

3d

3-432

3d

3-433

3d

3-434

3d

3-435

3d

3-436

3d

3-437

3d CH₂O(CH

)

NHSO₂CH₃ 3-438

3d CH₂O(CH

)

N(CH

)(SO

CH₃) 3-439

3d

3-440

3d CH₂O(CH

)

NHSO₂CF₃

indicates data missing or illegible when filed

TABLE 56 physical property com- (melting pound point- number R

R

ND) 3-441

3d CH₂O(CH₂)₂NHSOR

CHF₃ 3-442

3d CH₂O(CH₂)₂NHSO₂CHR

CF₃ 3-443

3d SCH₃ 3-444

3d SOCH₃ 3-445

3d SO₂CH₃ 3-446

3d OCH₃ 3-447

3d OCH₂CH₃ 3-448

3d O(CH₂)

CH₃ 3-449

3d OCH₂CF₃ 3-450

3d OCF₂CF₃ 3-451

3d O(CH₂)

OCH₃ 3-452

3d NHCH₃ 3-453

3d NHCH

CH

3-454

3d N(CH₃)₂ 3-455

3d N(CH₂CH₃)₂ 3-456

3d N(CH₂)(CH

CH₃) 3-457

3e CH₃ 3-458

3e CF₃ 3-459

3e (CH₃)₂CH₃ 3-460

3e

3-461

3e

3-462

3e

3-463

3e

3-464

3e

3-465

3e

3-466

3e

3-467

3e

3-468

3e CF

3-469

3e CH₂CF

3-470

3e CF₂CF₃ 4-471

3e CH₂CH═CH₃ 4-472

3e CH2C═CH 4-473

3e C

H

4-474

3e CH₂C

H

4-475

3e CH₂OCH₃ 4-476

3e CH₂OCH₂CH₃ 4-477

3e CH₂O(CH2)

CH₃ 4-478

3e (CH₂)₂OCH₃ 4-479

3e (CH

)

OCH₃ 4-480

3e

indicates data missing or illegible when filed

TABLE 57 physical property compound (melting number Q R1 point-ND) 3-481 Q3e

3-482 Q3e

3-483 Q3e

3-484 Q3e CH₂OCH₂CF₃ 3-485 Q3e 3-486 Q3e CH₂OCH2CF2CF3 3-487 Q3e CH₂OCH₂CH═CH₂ 3-488 Q3e CH₂OCH₂CH═CCl₂ 3-489 Q3e CH₂OCH₂CF═CF₂ 3-490 Q3e CH₂OC₂C≡CH 3-491 Q3e CH₂OCH₂C≡CCH₃ 3-492 Q3e CH₂SCH₃ 3-493 Q3e CH₂SCH₂CH₃ 3-494 Q3e CH₂S(CH₂)₂CH₃ 3-495 Q3e

3-496 Q3e

3-497 Q3e

3-498 Q3e

3-499 Q3e CH₂SCH₂CF₃ 3-500 Q3e CH₂SCH₂CH═CH₂ 3-501 Q3e CH₂SCH₂C═CH 3-502 Q3e CH₂SOCH₃ 3-503 Q3e CH₂SOCH₂CH₃ 3-504 Q3e CH₂SO(CH₂)₂CH₃ 3-505 Q3e

3-506 Q3e

3-507 Q3e

3-508 Q3e

3-509 Q3e CH₂SOCH₂CF₃ 3-510 Q3e CH₂SOCH₂CH═CH₂ 3-511 Q3e CH₂SOCH₂C≡CH 3-512 Q3e CH₂SO₂CH₃ 3-513 Q3e CH₂SO₂CH₂CH₃ 3-514 Q3e CH₂SO₂(CH₂)₂CH₃ 3-515 Q3e

3-516 Q3e

3-517 Q3e

3-518 Q3e

3-519 Q3e CH₂SO₂CH₂CF₃ 3-520 Q3e CH₂SO₂CH₂CH═CH₂

TABLE 58 physical property compound (melting number Q R1 point-ND) 3-521 Q3e CH₂SO₂CH₂C≡CH 3-522 Q3e CH₂O(CH₂)₂OCH₃ 3-523 Q3e CH₂O(CH₂)₂OCH₂CH₃ 3-524 Q3e

3-525 Q3e CH₂O(CH₂)₂OCH₂CF₃ 3-526 Q3e CH₂O(CH₂)₂OCH₂CH═CH₂ 3-527 Q3e CH₂O(CH₂)₂OCH₂C≡CH 3-528 Q3e CH₂O(CH₂)₂SCH₃ 3-529 Q3e

3-530 Q3e CH₂O(CH₂)₂SCH₂CF₃ 3-531 Q3e CH₂O(CH₂)₂SCH₂CH═CH₂ 3-532 Q3e CH₂O(CH₂)₂SCH₂C≡CH 3-533 Q3e CH₂O(CH₂)₂SOCH₃ 3-534 Q3e

3-535 Q3e CH₂O(CH₂)₂SOCH₂CF₃ 3-536 Q3e CH₂O(CH₂)₂SOCH₂CH═CH₂ 3-537 Q3e CH₂O(CH₂)₂SOCH₂C≡CH 3-538 Q3e CH₂O(CH₂)₂SO₂CH₃ 3-539 Q3e

3-540 Q3e CH₂O(CH₂)₂SO₂CH₂CF₃ 3-541 Q3e CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 3-542 Q3e CH₂O(CH₂)₂SO₂CH₂C≡CH 3-543 Q3e

3-544 Q3e

3-545 Q3e

3-546 Q3e

3-547 Q3e

3-548 Q3e

3-549 Q3e

3-550 Q3e

3-551 Q3e CH₂O(CH₂)₂NHSO₂CH₃ 3-552 Q3e CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 3-553 Q3e

3-554 Q3e CH₂O(CH₂)₂NHSO₂CF₃ 3-555 Q3e CH₂O(CH₂)₂NHSO₂CHF₂ 3-556 Q3e CH₂O(CH₂)₂NHSO₂CH₂CF₃ 3-557 Q3e SCH₃ 3-558 Q3e SOCH₃ 3-559 Q3e SO₂CH₃ 3-560 Q3e OCH₃

TABLE 59 physical property compound (melting number Q R1 point-ND) 3-561 Q3e OCH₂CH₃ 3-562 Q3e O(CH₂)₂CH₃ 3-563 Q3e OCH₂CF₃ 3-564 Q3e OCF₂CF₃ 3-565 Q3e O(CH₂)₂OCH₃ 3-566 Q3e NHCH₃ 3-567 Q3e NHCH₂CH₃ 3-568 Q3e N(CH₃)₂ 3-569 Q3e N(CH₂CH₃)₂ 3-570 Q3e N(CH₃)(CH₂CH₃) 3-571 Q3f CH₃ 3-572 Q3f CH₂CH₃ 3-573 Q3f (CH₂)₂CH₃ 3-574 Q3f

3-575 Q3f

3-576 Q3f

3-577 Q3f

3-578 Q3f

3-579 Q3f

3-580 Q3f

3-581 Q3f

3-582 Q3f CF₃ 3-583 Q3f CH₂CF₃ 3-584 Q3f CF₂CF₃ 3-585 Q3f CH₂CH═CH₂ 3-586 Q3f CH2C≡CH 3-587 Q3f C₆H₅ 3-588 Q3f CH₂C₆H₅ 3-589 Q3f CH₂OCH₃ 3-590 Q3f CH₂OCH₂CH₃ 3-591 Q3f CH₂O(CH2)₂CH₃ 3-592 Q3f (CH₂)₂OCH₃ 3-593 Q3f (CH₂)₃OCH₃ 3-594 Q3f

3-595 Q3f

3-596 Q3f

3-597 Q3f

3-598 Q3f CH₂OCH₂CF₃ 3-599 Q3f CH₂OCF₂CHF₂ 3-600 Q3f CH₂OCH2CF2CF3

TABLE 60 physical property (melting compound point- number Q R1 ND)   3-601 Q3f CH₂OCH₂CH═CH₂ 3-602 Q3f CH₂OCH₂CH═CCl₂ 3-603 Q3f CH₂OCH₂CF═CF₂ 3-604 Q3f CH₂OC₂C≡CH 3-605 Q3f CH₂OCH₂C≡CCH₃ 3-606 Q3f CH₂SCH₃ 3-607 Q3f CH₂SCH₂CH₃ 3-608 Q3f CH₂S(CH₂)₂CH₃ 3-609 Q3f

3-610 Q3f

3-611 Q3f

3-612 Q3f

3-613 Q3f CH₂SCH₂CF₃ 3-614 Q3f CH₂SCH₂CH═CH₂ 3-615 Q3f CH₂SCH₂C≡CH 3-616 Q3f CH₂SOCH₃ 3-617 Q3f CH₂SOCH₂CH₃ 3-618 Q3f CH₂SO(CH₂)₂CH₃ 3-619 Q3f

3-620 Q3f

3-621 Q3f

3-622 Q3f

3-623 Q3f CH₂SOCH₂CF₃ 3-624 Q3f CH₂SOCH₂CH═CH₂ 3-625 Q3f CH₂SOCH₂C≡CH 3-626 Q3f CH₂SO₂CH₃ 3-627 Q3f CH₂SO₂CH₂CH₃ 3-628 Q3f CH₂SO₂(CH₂)₂CH₃ 3-629 Q3f

3-630 Q3f

3-631 Q3f

3-632 Q3f

3-633 Q3f CH₂SO₂CH₂CF₃ 3-634 Q3f CH₂SO₂CH₂CH═CH₂ 3-635 Q3f CH₂SO₂CH₂C≡CH 3-636 Q3f CH₂O(CH₂)₂OCH₃ 3-637 Q3f CH₂O(CH₂)₂OCH₂CH₃ 3-638 Q3f

3-639 Q3f CH₂O(CH₂)₂OCH₂CF₃ 3-640 Q3f CH₂O(CH₂)₂OCH₂CH═CH₂

TABLE 61 physical property compound (melting number Q R1 point-ND) 3-641 Q3f CH₂O(CH₂)₂OCH₂C≡CH 3-642 Q3f CH₂O(CH₂)₂SCH₃ 3-643 Q3f

3-644 Q3f CH₂O(CH₂)₂SCH₂CF₃ 3-645 Q3f CH₂O(CH₂)₂SCH₂CH═CH₂ 3-646 Q3f CH₂O(CH₂)₂SCH₂C≡CH 3-647 Q3f CH₂O(CH₂)₂SOCH₃ 3-648 Q3f

3-649 Q3f CH₂O(CH₂)₂SOCH₂CF₃ 3-650 Q3f CH₂O(CH₂)₂SOCH₂CH═CH₂ 3-651 Q3f CH₂O(CH₂)₂SOCH₂C≡CH 3-652 Q3f CH₂O(CH₂)₂SO₂CH₃ 3-653 Q3f

3-654 Q3f CH₂O(CH₂)₂SO₂CH₂CF₃ 3-655 Q3f CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 3-656 Q3f CH₂O(CH₂)₂SO₂CH₂C≡CH 3-657 Q3f

3-658 Q3f

3-659 Q3f

3-660 Q3f

3-661 Q3f

3-662 Q3f

3-663 Q3f

3-664 Q3f

3-665 Q3f CH₂O(CH₂)₂NHSO₂CH₃ 3-666 Q3f CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 3-667 Q3f

3-668 Q3f CH₂O(CH₂)₂NHSO₂CF₃ 3-669 Q3f CH₂O(CH₂)₂NHSO₂CHF₂ 3-670 Q3f CH₂O(CH₂)₂NHSO₂CH₂CF₃ 3-671 Q3f SCH₃ 3-672 Q3f SOCH₃ 3-673 Q3f SO₂CH₃ 3-674 Q3f OCH₃ 3-675 Q3f OCH₂CH₃ 3-676 Q3f O(CH₂)₂CH₃ 3-677 Q3f OCH₂CF₃ 3-678 Q3f OCF₂CF₃ 3-679 Q3f O(CH₂)₂OCH₃ 3-680 Q3f NHCH₃

TABLE 62 compound physical property number Q R1 (melting point-ND) 3-681 Q3f NHCH₂CH₃ 3-682 Q3f N(CH₃)₂ 3-683 Q3f N(CH₂CH₃)₂ 3-684 Q3f N(CH₃)(CH₂CH₃)

TABLE 63

Q4a

Q4b

physical property compound (melting number Q R1 point-ND) 4-1  Q4a CH₃ 4-2  Q4a CH₂CH₃ 4-3  Q4a (CH₂)₂CH₃ 4-4  Q4a

4-5  Q4a

4-6  Q4a

4-7  Q4a

4-8  Q4a

4-9  Q4a

4-10 Q4a

4-11 Q4a

4-12 Q4a CF₃ 4-13 Q4a CH₂CF₃ 4-14 Q4a CF₂CF₃ 4-15 Q4a CH₂CH═CH₂ 4-16 Q4a CH2C≡CH 4-17 Q4a C₆H₅ 4-18 Q4a CH₂C₆H₅ 4-19 Q4a CH₂OCH₃ 4-20 Q4a CH₂OCH₂CH₃ 4-21 Q4a CH₂O(CH2)₂CH₃ 4-22 Q4a (CH₂)₂OCH₃ 4-23 Q4a (CH₂)₃OCH₃ 4-24 Q4a

4-25 Q4a

4-26 Q4a

4-27 Q4a

4-28 Q4a CH₂OCH₂CF₃ 4-29 Q4a CH₂OCF₂CHF₂ 4-30 Q4a CH₂OCH2CF2CF3 4-31 Q4a CH₂OCH₂CH═CH₂ 4-32 Q4a CH₂OCH₂CH═CCl₂ 4-33 Q4a CH₂OCH₂CF═CF₂ 4-34 Q4a CH₂OC₂C≡CH 4-35 Q4a CH₂OCH₂C≡CCH₃ 4-36 Q4a CH₂SCH₃ 4-37 Q4a CH₂SCH₂CH₃ 4-38 Q4a CH₂S(CH₂)₂CH₃ 4-39 Q4a

4-40 Q4a

TABLE 64 physical property compound (melting number Q R1 point-ND) 4-41 Q4a

4-42 Q4a

4-43 Q4a CH₂SCH₂CF₃ 4-44 Q4a CH₂SCH₂CH═CH₂ 4-45 Q4a CH₂SCH₂C≡CH 4-46 Q4a CH₂SOCH₃ 4-47 Q4a CH₂SOCH₂CH₃ 4-48 Q4a CH₂SO(CH₂)₂CH₃ 4-49 Q4a

4-50 Q4a

4-51 Q4a

4-52 Q4a

4-53 Q4a CH₂SOCH₂CF₃ 4-54 Q4a CH₂SOCH₂CH═CH₂ 4-55 Q4a CH₂SOCH₂C≡CH 4-56 Q4a CH₂SO₂CH₃ 4-57 Q4a CH₂SO₂CH₂CH₃ 4-58 Q4a CH₂SO₂(CH₂)₂CH₃ 4-59 Q4a

4-60 Q4a

4-61 Q4a

4-62 Q4a

4-63 Q4a CH₂SO₂CH₂CF₃ 4-64 Q4a CH₂SO₂CH₂CH═CH₂ 4-65 Q4a CH₂SO₂CH₂C≡CH 4-66 Q4a CH₂O(CH₂)₂OCH₃ 4-67 Q4a CH₂O(CH₂)₂OCH₂CH₃ 4-68 Q4a

4-69 Q4a CH₂O(CH₂)₂OCH₂CF₃ 4-70 Q4a CH₂O(CH₂)₂OCH₂CH═CH₂ 4-71 Q4a CH₂O(CH₂)₂OCH₂C≡CH 4-72 Q4a CH₂O(CH₂)₂SCH₃ 4-73 Q4a

4-74 Q4a CH₂O(CH₂)₂SCH₂CF₃ 4-75 Q4a CH₂O(CH₂)₂SCH₂CH═CH₂ 4-76 Q4a CH₂O(CH₂)₂SCH₂C≡CH 4-77 Q4a CH₂O(CH₂)₂SOCH₃ 4-78 Q4a

4-79 Q4a CH₂O(CH₂)₂SOCH₂CF₃ 4-80 Q4a CH₂O(CH₂)₂SOCH₂CH═CH₂

TABLE 65 physical property compound (melting number Q R1 point-ND) 4-81  Q4a CH₂O(CH₂)₂SOCH₂C≡CH 4-82  Q4a CH₂O(CH₂)₂SO₂CH₃ 4-83  Q4a

4-84  Q4a CH₂O(CH₂)₂SO₂CH₂CF₃ 4-85  Q4a CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 4-86  Q4a CH₂O(CH₂)₂SO₂CH₂C≡CH 4-87  Q4a

4-88  Q4a

4-89  Q4a

4-90  Q4a

4-91  Q4a

4-92  Q4a

4-93  Q4a

4-94  Q4a

4-95  Q4a CH₂O(CH₂)₂NHSO₂CH₃ 4-96  Q4a CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 4-97  Q4a

4-98  Q4a CH₂O(CH₂)₂NHSO₂CF₃ 4-99  Q4a CH₂O(CH₂)₂NHSO₂CHF₂ 4-100 Q4a CH₂O(CH₂)₂NHSO₂CH₂CF₃ 4-101 Q4a SCH₃ 4-102 Q4a SOCH₃ 4-103 Q4a SO₂CH₃ 4-104 Q4a OCH₃ 4-105 Q4a OCH₂CH₃ 4-106 Q4a O(CH₂)₂CH₃ 4-107 Q4a OCH₂CF₃ 4-108 Q4a OCF₂CF₃ 4-109 Q4a O(CH₂)₂OCH₃ 4-110 Q4a NHCH₃ 4-111 Q4a NHCH₂CH₃ 4-112 Q4a N(CH₃)₂ 4-113 Q4a N(CH₂CH₃)₂ 4-114 Q4a N(CH₃)(CH₂CH₃) 4-115 Q4b CH₃ NMR 4-116 Q4b CH₂CH₃ 4-117 Q4b (CH₂)₂CH₃ 4-118 Q4b

4-119 Q4b

4-120 Q4b

TABLE 66 physical property compound (melting number Q R1 point-ND) 4-121 Q4b

4-122 Q4b

4-123 Q4b

4-124 Q4b

4-125 Q4b

4-126 Q4b CF₃ 122-132° C. 4-127 Q4b CH₂CF₃ 4-128 Q4b CF₂CF₃ 4-129 Q4b CH₂CH═CH₂ 4-130 Q4b CH2C≡CH 4-131 Q4b C₆H₅ 4-132 Q4b CH₂C₆H₅ 4-133 Q4b CH₂OCH₃ 1.5723(25) 4-134 Q4b CH₂OCH₂CH₃ 4-135 Q4b CH₂O(CH2)₂CH₃ 4-136 Q4b (CH₂)₂OCH₃ 4-137 Q4b (CH₂)₃OCH₃ 4-138 Q4b

4-139 Q4b

4-140 Q4b

4-141 Q4b 4-142 Q4b CH₂OCH₂CF₃ NMR 4-143 Q4b CH₂OCF₂CHF₂ 4-144 Q4b CH₂OCH2CF2CF3 4-145 Q4b CH₂OCH₂CH═CH₂ 4-146 Q4b CH₂OCH₂CH═CCl₂ 4-147 Q4b CH₂OCH₂CF═CF₂ 4-148 Q4b CH₂OC₂C≡CH 4-149 Q4b CH₂OCH₂C≡CCH₃ 4-150 Q4b CH₂SCH₃ 4-151 Q4b CH₂SCH₂CH₃ 4-152 Q4b CH₂S(CH₂)₂CH₃ 4-153 Q4b

4-154 Q4b

4-155 Q4b

4-156 Q4b

4-157 Q4b CH₂SCH₂CF₃ 4-158 Q4b CH₂SCH₂CH═CH₂ 4-159 Q4b CH₂SCH₂C≡CH 4-160 Q4b CH₂SOCH₃

TABLE 67 physical property compound (melting number Q R1 point-ND) 4-161 Q4b CH₂SOCH₂CH₃ 4-162 Q4b CH₂SO(CH₂)₂CH₃ 4-163 Q4b

4-164 Q4b

4-165 Q4b

4-166 Q4b

4-167 Q4b CH₂SOCH₂CF₃ 4-168 Q4b CH₂SOCH₂CH═CH₂ 4-169 Q4b CH₂SOCH₂C≡CH 4-170 Q4b CH₂SO₂CH₃ 4-171 Q4b CH₂SO₂CH₂CH₃ 4-172 Q4b CH₂SO₂(CH₂)₂CH₃ 4-173 Q4b

4-174 Q4b

4-175 Q4b

4-176 Q4b

4-177 Q4b CH₂SO₂CH₂CF₃ 4-178 Q4b CH₂SO₂CH₂CH═CH₂ 4-179 Q4b CH₂SO₂CH₂C≡CH 4-180 Q4b CH₂O(CH₂)₂OCH₃ 4-181 Q4b CH₂O(CH₂)₂OCH₂CH₃ 4-182 Q4b

4-183 Q4b CH₂O(CH₂)₂OCH₂CF₃ 4-184 Q4b CH₂O(CH₂)₂OCH₂CH═CH₂ 4-185 Q4b CH₂O(CH₂)₂OCH₂C≡CH 4-186 Q4b CH₂O(CH₂)₂SCH₃ 4-187 Q4b

4-188 Q4b CH₂O(CH₂)₂SCH₂CF₃ 4-189 Q4b CH₂O(CH₂)₂SCH₂CH═CH₂ 4-190 Q4b CH₂O(CH₂)₂SCH₂C≡CH 4-191 Q4b CH₂O(CH₂)₂SOCH₃ 4-192 Q4b

4-193 Q4b CH₂O(CH₂)₂SOCH₂CF₃ 4-194 Q4b CH₂O(CH₂)₂SOCH₂CH═CH₂ 4-195 Q4b CH₂O(CH₂)₂SOCH₂C≡CH 4-196 Q4b CH₂O(CH₂)₂SO₂CH₃ 4-197 Q4b

4-198 Q4b CH₂O(CH₂)₂SO₂CH₂CF₃ 4-199 Q4b CH₂O(CH₂)₂SO₂CH₂CH═CH₂ 4-200 Q4b CH₂O(CH₂)₂SO₂CH₂C≡CH

TABLE 68 physical property compound (melting number Q R1 point-ND) 4-201 Q4b

4-202 Q4b

4-203 Q4b

4-204 Q4b

4-205 Q4b

4-206 Q4b

4-207 Q4b

4-208 Q4b

4-209 Q4b CH₂O(CH₂)₂NHSO₂CH₃ 4-210 Q4b CH₂O(CH₂)₂ N(CH₃)(SO₂CH₃) 4-211 Q4b

4-212 Q4b CH₂O(CH₂)₂NHSO₂CF₃ 4-213 Q4b CH₂O(CH₂)₂NHSO₂CHF₂ 4-214 Q4b CH₂O(CH₂)₂NHSO₂CH₂CF₃ 4-215 Q4b SCH₃ 4-216 Q4b SOCH₃ 4-217 Q4b SO₂CH₃ 4-218 Q4b OCH₃ 4-219 Q4b OCH₂CH₃ 4-220 Q4b O(CH₂)₂CH₃ 4-221 Q4b OCH₂CF₃ 4-222 Q4b OCF₂CF₃ 4-223 Q4b O(CH₂)₂OCH₃ 4-224 Q4b NHCH₃ 4-225 Q4b NHCH₂CH₃ 4-226 Q4b N(CH₃)₂ 4-227 Q4b N(CH₂CH₃)₂ 4-228 Q4b N(CH₃)(CH₂CH₃)

TABLE 69

physical property compound (melting number R4 R1 point-ND) 5-1  Cl CH₃ 5-2  Cl CF₃ 5-3  Cl CH₂OCH₃ 5-4  Cl CH₂OCH₂CH₃ 5-5  Cl

5-6  Cl CH₂OCH₂CF₃ 5-7  Cl CH₂SCH₃ 5-8  Cl CH₂SCH₂CH₃ 5-9  Cl

5-10 Cl CH₂SCH₂CF₃ 5-11 Cl CH₂SOCH₃ 5-12 Cl CH₂SOCH₂CH₃ 5-13 Cl

5-14 Cl CH₂SOCH₂CF₃ 5-15 Cl CH₂SO₂CH₃ 5-16 Cl CH₂SO₂CH₂CH₃ 5-17 Cl

5-18 Cl CH₂SO₂CH₂CF₃ 5-19 Cl CH₂O(CH₂)₂OCH₃ 5-20 Cl CH₂O(CH₂)₂OCH₂CH₃ 5-21 Cl CH₂O(CH₂)₂OCH₂CF₃ 5-22 Cl CH₂O(CH₂)₂SCH₃ 5-23 Cl CH₂O(CH₂)₂SCH₂CF₃ 5-24 Cl CH₂O(CH₂)₂SOCH₃ 5-25 Cl CH₂O(CH₂)₂SOCH₂CF₃ 5-26 Cl CH₂O(CH₂)₂SO₂CH₃ 5-27 Cl CH₂O(CH₂)₂SO₂CH₂CF₃ 5-28 Cl

5-29 Cl

5-30 Cl CH₂O(CH₂)₂NHSO₂CH₃ 5-31 Cl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 5-32 SCH₃ CH₃ 5-33 SCH₃ CF₃ 5-34 SCH₃ CH₂OCH₃ 5-35 SCH₃ CH₂OCH₂CH₃ 5-36 SCH₃

5-37 SCH₃ CH₂OCH₂CF₃ 5-38 SCH₃ CH₂SCH₃ 5-39 SCH₃ CH₂SCH₂CH₃ 5-40 SCH₃

TABLE 70 physical property compound (melting number R4 R1 point-ND) 5-41 SCH₃ CH₂SCH₂CF₃ 5-42 SCH₃ CH₂SOCH₃ 5-43 SCH₃ CH₂SOCH₂CH₃ 5-44 SCH₃

5-45 SCH₃ CH₂SOCH₂CF₃ 5-46 SCH₃ CH₂SO₂CH₃ 5-47 SCH₃ CH₂SO₂CH₂CH₃ 5-48 SCH₃

5-49 SCH₃ CH₂SO₂CH₂CF₃ 5-50 SCH₃ CH₂O(CH₂)₂OCH₃ 5-51 SCH₃ CH₂O(CH₂)₂OCH₂CH₃ 5-52 SCH₃ CH₂O(CH₂)₂OCH₂CF₃ 5-53 SCH₃ CH₂O(CH₂)₂SCH₃ 5-54 SCH₃ CH₂O(CH₂)₂SCH₂CF₃ 5-55 SCH₃ CH₂O(CH₂)₂SOCH₃ 5-56 SCH₃ CH₂O(CH₂)₂SOCH₂CF₃ 5-57 SCH₃ CH₂O(CH₂)₂SO₂CH₃ 5-58 SCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 5-59 SCH₃

5-60 SCH₃

5-61 SCH₃ CH₂O(CH₂)₂NHSO₂CH₃ 5-62 SCH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 5-63 SCH₂CH₃ CH₃ 5-64 SCH₂CH₃ CF₃ 5-65 SCH₂CH₃ CH₂OCH₃ 5-66 SCH₂CH₃ CH₂OCH₂CH₃ 5-67 SCH₂CH₃

5-68 SCH₂CH₃ CH₂OCH₂CF₃ 5-69 SCH₂CH₃ CH₂SCH₃ 5-70 SCH₂CH₃ CH₂SCH₂CH₃ 5-71 SCH₂CH₃

5-72 SCH₂CH₃ CH₂SCH₂CF₃ 5-73 SCH₂CH₃ CH₂SOCH₃ 5-74 SCH₂CH₃ CH₂SOCH₂CH₃ 5-75 SCH₂CH₃

5-76 SCH₂CH₃ CH₂SOCH₂CF₃ 5-77 SCH₂CH₃ CH₂SO₂CH₃ 5-78 SCH₂CH₃ CH₂SO₂CH₂CH₃ 5-79 SCH₂CH₃

5-80 SCH₂CH₃ CH₂SO₂CH₂CF₃

TABLE 71 physical property compound (melting number R4 R1 point-ND) 5-81  SCH₂CH₃ CH₂O(CH₂)₂OCH₃ 5-82  SCH₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 5-83  SCH₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 5-84  SCH₂CH₃ CH₂O(CH₂)₂SCH₃ 5-85  SCH₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 5-86  SCH₂CH₃ CH₂O(CH₂)₂SOCH₃ 5-87  SCH₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 5-88  SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 5-89  SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 5-90  SCH₂CH₃

5-91  SCH₂CH₃

5-92  SCH₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 5-93  SCH₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 5-94  S(CH₂)₂CH₃ CH₃ 5-95  S(CH₂)₂CH₃ CF₃ 5-96  S(CH₂)₂CH₃ CH₂OCH₃ 5-97  S(CH₂)₂CH₃ CH₂OCH₂CH₃ 5-98  S(CH₂)₂CH₃

5-99  S(CH₂)₂CH₃ CH₂OCH₂CF₃ 5-100 S(CH₂)₂CH₃ CH₂SCH₃ 5-101 S(CH₂)₂CH₃ CH₂SCH₂CH₃ 5-102 S(CH₂)₂CH₃

5-103 S(CH₂)₂CH₃ CH₂SCH₂CF₃ 5-104 S(CH₂)₂CH₃ CH₂SOCH₃ 5-105 S(CH₂)₂CH₃ CH₂SOCH₂CH₃ 5-106 S(CH₂)₂CH₃

5-107 S(CH₂)₂CH₃ CH₂SOCH₂CF₃ 5-108 S(CH₂)₂CH₃ CH₂SO₂CH₃ 5-109 S(CH₂)₂CH₃ CH₂SO₂CH₂CH₃ 5-110 S(CH₂)₂CH₃

5-111 S(CH₂)₂CH₃ CH₂SO₂CH₂CF₃ 5-112 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 5-113 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 5-114 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 5-115 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 5-116 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 5-117 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 5-118 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 5-119 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 5-120 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃

TABLE 72 physical property compound (melting point- number R4 R1 ND) 5-121 S(CH₂)₂CH₃

5-122 S(CH₂)₂CH₃

5-123 S(CH₂)₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 5-124 S(CH₂)₂CH₃ CH₂O(CH₂)₂N(CH₃)SO₂(CH₃) 5-125 SC₆H₅ CH₃ 5-126 SC₆H₅ CF₃ 5-127 SC₆H₅ CH₂OCH₃ 5-128 SC₆H₅ CH₂OCH₂CH₃ 5-129 SC₆H₅

5-130 SC₆H₅ CH₂OCH₂CF₃ 5-131 SC₆H₅ CH₂SCH₃ 5-132 SC₆H₅ CH₂SCH₂CH₃ 5-133 SC₆H₅

5-134 SC₆H₅ CH₂SCH₂CF₃ 5-135 SC₆H₅ CH₂SOCH₃ 5-136 SC₆H₅ CH₂SOCH₂CH₃ 5-137 SC₆H₅

5-138 SC₆H₅ CH₂SOCH₂CF₃ 5-139 SC₆H₅ CH₂SO₂CH₃ 5-140 SC₆H₅ CH₂SO₂CH₂CH₃ 5-141 SC₆H₅

5-142 SC₆H₅ CH₂SO₂CH₂CF₃ 5-143 SC₆H₅ CH₂O(CH₂)₂OCH₃ 5-144 SC₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 5-145 SC₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 5-146 SC₆H₅ CH₂O(CH₂)₂SCH₃ 5-147 SC₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 5-148 SC₆H₅ CH₂O(CH₂)₂SOCH₃ 5-149 SC₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 5-150 SC₆H₅ CH₂O(CH₂)₂SO₂CH₃ 5-151 SC₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 5-152 SC₆H₅

5-153 SC₆H₅

5-154 SC₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 5-155 SC₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 5-156 SCH₂C₆H₅ CH₃ 5-157 SCH₂C₆H₅ CF₃ 5-158 SCH₂C₆H₅ CH₂OCH₃ 5-159 SCH₂C₆H₅ CH₂OCH₂CH₃ 5-160 SCH₂C₆H₅

TABLE 73 physical property compound (melting point- number R4 R1 ND) 5-161 SCH₂C₆H₅ CH₂OCH₂CF₃ 5-162 SCH₂C₆H₅ CH₂SCH₃ 5-163 SCH₂C₆H₅ CH₂SCH₂CH₃ 5-164 SCH₂C₆H₅

5-165 SCH₂C₆H₅ CH₂SCH₂CF₃ 5-166 SCH₂C₆H₅ CH₂SOCH₃ 5-167 SCH₂C₆H₅ CH₂SOCH₂CH₃ 5-168 SCH₂C₆H₅

5-169 SCH₂C₆H₅ CH₂SOCH₂CF₃ 5-170 SCH₂C₆H₅ CH₂SO₂CH₃ 5-171 SCH₂C₆H₅ CH₂SO₂CH₂CH₃ 5-172 SCH₂C₆H₅

5-173 SCH₂C₆H₅ CH₂SO₂CH₂CF₃ 5-174 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₃ 5-175 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 5-176 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 5-177 SCH₂C₆H₅ CH₂O(CH₂)₂SCH₃ 5-178 SCH₂C₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 5-179 SCH₂C₆H₅ CH₂O(CH₂)₂SOCH₃ 5-180 SCH₂C₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 5-181 SCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₃ 5-182 SCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 5-183 SCH₂C₆H₅

5-184 SCH₂C₆H₅

5-185 SCH₂C₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 5-186 SCH₂C₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 5-187 1H- 

- CH₃

- 1- 

5-188 1H- 

- CF₃

- 1- 

5-189 1H- 

- CH₂OCH₃

- 1- 

5-190 1H- 

- CH₂OCH₂CH₃

- 1- 

5-191 1H- 

-

- 1- 

5-192 1H- 

- CH₂OCH₂CF₃

- 1- 

5-193 1H- 

- CH₂SCH₃

- 1- 

5-194 1H- 

- CH₂SCH₂CH₃

- 1- 

5-195 1H- 

-

- 1- 

5-196 1H- 

- CH₂SCH₂CF₃

- 1- 

5-197 1H- 

- CH₂SOCH₃

- 1- 

5-198 1H- 

- CH₂SOCH₂CH₃

- 1- 

5-199 1H- 

-

- 1- 

5-200 1H- 

- CH₂SOCH₂CF₃

- 1- 

indicates data missing or illegible when filed

TABLE 74 physical property (melting compound point- number R4 R1 ND) 5-201 1H- 

- 

- CH2_(S)O₂CH₃ 1- 

5-202 1H- 

- 

- CH₂SO₂CH₂CH₃ 1- 

5-203 1H- 

- 

- 1- 

5-204 1H- 

- 

- CH₂SO₂CH₂CF₃ 1- 

5-205 1H- 

- 

- CH₂O(CH₂)₂OCH₃ 1- 

5-206 1H- 

- 

- CH₂O(CH₂)₂OCH₂CH₃ 1- 

5-207 1H- 

- 

- CH₂O(CH₂)₂OCH₂CF₃ 1- 

5-208 1H- 

- 

- CH₂O(CH₂)₂SCH₃ 1- 

5-209 1H- 

- 

- CH₂O(CH₂)₂SCH₂CF₃ 1- 

5-210 1H- 

- 

- CH₂O(CH₂)₂SOCH₃ 1- 

5-211 1H- 

- 

- CH₂O(CH₂)₂SOCH₂CF₃ 1- 

5-212 1H- 

- 

- CH₂O(CH₂)₂SO₂CH₃ 1- 

5-213 1H- 

- 

- CH₂O(CH2)₂SO₂CH₂CF₃ 1- 

5-214 1H- 

- 

- 1- 

5-215 1H- 

- 

- 1- 

5-216 1H- 

- 

- CH₂O(CH₂)₂NHSO₂CH₃ 1- 

5-217 1H- 

- 

- CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1- 

5-218 1H- 

- 

- CH₃ 1- 

5-219 1H- 

- 

- CF₃ 1- 

5-220 1H- 

- 

- CH₂OCH₃ 1- 

5-221 1H- 

- 

- CH₂OCH₂CH₃ 1- 

5-222 1H- 

- 

- 1- 

5-223 1H- 

- 

- CH₂OCH₂CF₃ 1- 

5-224 1H- 

- 

- CH₂SCH₃ 1- 

5-225 1H- 

- 

- CH₂SCH₂CH₃ 1- 

5-226 1H- 

- 

- 1- 

5-227 1H- 

- 

- CH₂SCH₂CF₃ 1- 

5-228 1H- 

- 

- CH₂SOCH₃ 1- 

5-229 1H- 

- 

- CH₂SOCH₂CH₃ 1- 

5-230 1H- 

- 

- 1- 

5-231 1H- 

- 

- CH₂SOCH₂CF₃ 1- 

5-232 1H- 

- 

- CH₂SO₂CH₃ 1- 

5-233 1H- 

- 

- CH₂SO₂CH₂CH₃ 1- 

5-234 1H- 

- 

- 1- 

5-235 1H- 

- 

- CH₂SO₂CH₂CF₃ 1- 

5-236 1H- 

- 

- CH₂O(CH₂)₂OCH₃ 1- 

5-237 1H- 

- 

- CH₂O(CH₂)₂OCH₂CH₃ 1- 

5-238 1H- 

- 

- CH₂O(CH₂)₂OCH₂CF₃ 1- 

5-239 1H- 

- 

- CH₂O(CH₂)₂SCH₃ 1- 

5-240 1H- 

- 

- CH₂O(CH₂)₂SCH₂CF₃ 1- 

indicates data missing or illegible when filed

TABLE 75 physical com- property pound (melting num- point- ber R

R

ND) 5-

-41 1H-imidazole-1-yl CH₂O(CH

)

SOCH₃ 5-

-42 1H-imidazole-1-yl CH₂O(CH

)

SOCH₂CF₃ 5-

-43 1H-imidazole-1-yl CH₂O(CH

)

SO₂CH₃ 5-

-44 1H-imidazole-1-yl CH₂O(CH

)

SO₂CH₂CF₃ 5-

-45 1H-imidazole1-yl

5-

-46 1H-imidazole-1-yl

5-

-47 1H-imidazole-1-yl CH₂O(CH

)

NHSO₂CH₃ 5-

-48 1H-imidazole-1-yl CH₂O(CH

)

N(CH

)(SO₂CH₃) 5-

-49 1H-triazole-1-yl CH₃ 5-

-50 1H-triazole-1-yl CF₃ 5-

-51 1H-triazole-1-yl CH₂OCH₃ 5-

-52 1H-triazole-1-yl CH₂OCH₂CH₃ 5-

-53 1H-triazole-1-yl

5-

-54 1H-triazole-1-yl CH₂OCH₂CF₃ 5-

-55 1H-triazole-1-yl CH₂SCH₃ 5-

-56 1H-triazole-1-yl CH₂SCH₂CH₃ 5-

-57 1H-triazole-1-yl

5-

-58 1H-triazole-1-yl CH₂SCH₂CF₃ 5-

-59 1H-triazole-1-yl CH₂SOCH₃ 5-

-60 1H-triazole-1-yl CH₂SOCH₂CH₃ 5-

-61 1H-triazole-1-yl

5-

-62 1H-triazole-1-yl CH₂SOCH₂CF₃ 5-

-63 1H-triazole-1-yl CH₂SO₂CH₃ 5-

-64 1H-triazole-1-yl CH₂SO₂CH₂CH₃ 5-

-65 1H-triazole-1-yl

5-

-66 1H-triazole-1-yl CH₂SO₂CH₂CF₃ 5-

-67 1H-triazole-1-yl CH₂O(CH

)

OCH₃ 5-

-68 1H-triazole-1-yl CH₂O(CH

)

OCH₂CH₃ 5-

-69 1H-triazole-1-yl CH₂O(CH

)

OCH₂CF₃ 5-

-70 1H-triazole-1-yl CH₂O(CH

)

SCH₃ 5-

-71 1H-triazole-1-yl CH₂O(CH

)

SCH₂CF₃ 5-

-72 1H-triazole-1-yl CH₂O(CH

)

SOCH₃ 5-

-73 1H-triazole-1-yl CH₂O(CH

)

SOCH₂CF₃ 5-

-74 1H-triazole-1-yl CH₂O(CH

)

SO₂CH₃ 5-

-75 1H-triazole-1-yl CH₂O(CH

)

SO₂CH₂CF₃ 5-

-76 1H-triazole-1-yl

5-

-77 1H-triazole-1-yl

5-

-78 1H-triazole-1-yl CH₂O(CH

)

NHSO₂CH₃ 5-

-79 1H-triazole-1-yl CH₂O(CH

)

N(CH

)SO₂CH₃) 5-

-80 1H-tetrazole-1-yl CH₃

indicates data missing or illegible when filed

physical property com- (melting pound point- number R

R

ND) 5-281 1H-tetrazole-1-yl CF₃ 5-282 1H-tetrazole-1-yl CH₂CH₃ 5-283 1H-tetrazole-1-yl CH₂OCH₂CH₃ 5-284 1H-tetrazole-1-yl

5-285 1H-tetrazole-1-yl CH₂OCH₂CF₃ 5-286 1H-tetrazole-1-yl CH₂SCH₃ 5-287 1H-tetrazole-1-yl CH₂SCH₂CH₃ 5-288 1H-tetrazole-1-yl

5-289 1H-tetrazole-1-yl CH₂SCH₂CF₃ 5-290 1H-tetrazole-1-yl CH₂SOCH₃ 5-291 1H-tetrazole-1-yl CH₂SO₂CH₃ 5-292 1H-tetrazole-1-yl

5-293 1H-tetrazole-1-yl CH₂SOCH₂CF₃ 5-294 1H-tetrazole-1-yl CH₂SO₂CH₃ 5-295 1H-tetrazole-1-yl CH₂SO₂CH₂CH₃ 5-296 1H-tetrazole-1-yl

5-297 1H-tetrazole-1-yl CH₂SO₂CH₂CF₃ 5-298 1H-tetrazole-1-yl CH₂CH(CH

)

OCH₃ 5-299 1H-tetrazole-1-yl CH₂O(CH

)

OCH₂CH₂ 5-300 1H-tetrazole-1-yl CH₂O(CH

)

OCH₂CF₃ 5-301 1H-tetrazole-1-yl CH₂O(CH

)

SCH₃ 5-302 1H-tetrazole-1-yl CH₂O(CH

)

SCH₂CF₃ 5-303 1H-tetrazole-1-yl CH₂O(CH

)

SOCH₃ 5-304 1H-tetrazole-1-yl CH₂O(CH

)

SOCH₂CF₃ 5-305 1H-tetrazole-1-yl CH₂O(CH

)

SO₂CH₃ 5-306 1H-tetrazole-1-yl CH₂O(CH

)

SO₂CH₂CF₃ 5-307 1H-tetrazole-1-yl

5-308 1H-tetrazole-1-yl

5-309 1H-tetrazole-1-yl CH₂O(CH

)

NHSO₂CH₃ 5-310 1H-tetrazole-1-yl CH₂O(CH

)

N(CH

)(SO₂CH₃) 5-311 1H-tetrazole-2-yl CH₃ 5-312 1H-tetrazole-2-yl CF₃ 5-313 1H-tetrazole-2-yl OCH₂CH₃ 5-314 1H-tetrazole-2-yl CH₂OCH₂CH₃ 5-315 1H-tetazole-2-yl

5-316 1H-tetrazole-2-yl CH₂OCH₂CF₃ 5-317 1H-tetrazole-2-yl CH₂SCH₃ 5-318 1H-tetrazole-2-yl CH₂SCH₂CH₃ 5-319 1H-tetrazole-2-yl

5-320 1H-tetrazole-2-yl CH₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 77 physical com- property pound (melting num- point- ber R

R

ND)

-321 1H-tetrazol-2-yl CH₂SOCH₃

-322 1H-tetrazol-2-yl CH₂SOCH₂CH₃

-323 1H-tetrazol-2-yl

-324 1H-tetrazol-2-yl CH₂SOCH₂CF₃

-325 1H-tetrazol-2-yl CH₂SO₂CH₃

-326 1H-tetrazol-2-yl CH₂SO₂CH₂CH₃

-327 1H-tetrazol-2-yl

-328 1H-tetrazol-2-yl CH₂SO₂CH₂CF₃

-329 1H-tetrazol-2-yl CH₂O(CH

)

OCH₃

-330 1H-tetrazol-2-yl CH₂O(CH

)

OCH₂CH₃

-331 1H-tetrazol-2-yl CH₂O(CH

)

OCH₂CF₃

-332 1H-tetrazol-2-yl CH₂O(CH

)

SCH₃

-333 1H-tetrazol-2-yl CH₂O(CH

)

SCH₂CF₃

-334 1H-tetrazol-2-yl CH₂O(CH

)

SOCH₃

-335 1H-tetrazol-2-yl CH₂O(CH

)

SOCH₂CH₃

-336 1H-tetrazol-2-yl CH₂O(CH

)

SO₂CH₃

-337 1H-tetrazol-2-yl CH₂O(CH

)

SO₂CH₂CF₃

-338 1H-tetrazol-2-yl

-339 1H-tetrazol-2-yl

-340 1H-tetrazol-2-yl CH₂O(CH

)

NHSO₂CH₃

-341 1H-tetrazol-2-yl CH₂O(CH

)

N(CH

SO₂CH

)

indicates data missing or illegible when filed

TABLE 78

physical property (melting compound point- number R

R

ND)

-1 Cl CH₃

-2 Cl CF₃

-3 Cl CH₂OCH₃

-4 Cl CH₂OCH₂CH₃

-5 Cl

-6 Cl CH₂OCH₂CF₃

-7 Cl CH₂SCH₃

-8 Cl CH₂SCH₂CH₃

-9 Cl

-10 Cl CH₂SCH₂CF₃

-11 Cl CH₂SOCH₃

-12 Cl CH₂SOCH₂CH₃

-13 Cl

-14 Cl CH₂SOCH₂CF₃

-15 Cl CH₂SO₂CH₃

-16 Cl CH₂SO₂CH₂CH₃

-17 Cl

-18 Cl CH₂SO₂CH₂CF₃

-19 Cl CH₂O(CH

)

OCH₃

-20 Cl CH₂O(CH

)

OCH₂CH₃

-21 Cl CH₂O(CH

)

OCH₂CF₃

-22 Cl CH₂O(CH

)

SCH₃

-23 Cl CH₂O(CH

)

SCH₂CH₃

-24 Cl CH₂O(CH

)

SOCH₃

-25 Cl CH₂O(CH

)

CH₂CF₃

-26 Cl CH₂O(CH

)

SO₂CH₃

-27 Cl CH₂O(CH

)

CH₂CF₃

-28 Cl

-29 Cl

-30 Cl CH₂O(CH

)

SO₂CH₃

-31 Cl CH₂O(CH

)

(SO₂CH

)

-32 SCH₃ CH₃

-33 SCH₃ CF₃

-34 SCH₃ CH₂OCH₃

-35 SCH₃ CH₂OCH₂CH₃

-36 SCH₃

-37 SCH₃ CH₂OCH₂CF₃

-38 SCH₃ CH₂SCH₃

-39 SCH₃ CH₂SCH₂CH₃

-40 SCH₃

indicates data missing or illegible when filed

TABLE 79 physical property (melting compound point- number R

R

ND)

-41 SCH₃ CH₂OCH₂CF₃

-42 SCH₃ CH₂SOCH₃

-43 SCH₃ CH₂SOCH₂CH₃

-44 SCH₃

-45 SCH₃ CH₂SOCH₂CF₃

-46 SCH₃ CH₂SO₂CH₃

-47 SCH₃ CH₂SO₂CH₂CH₃

-48 SCH₃

-49 SCH₃ CH₂SO₂CH₂CH₃

-50 SCH₃ CH₂O(CH

)

OCH₃

-51 SCH₃ CH₂O(CH

)

OCH₂CH₃

-52 SCH₃ CH₂O(CH

)

OCH₂CF₃

-53 SCH₃ CH₂O(CH

)

SCH₃

-54 SCH₃ CH₂O(CH

)

SCH₂CF₃

-55 SCH₃ CH₂O(CH

)

SOCH₃

-56 SCH₃ CH₂O(CH

)

SOCH₂CF₃

-57 SCH₃ CH₂O(CH

)

SO₂CH₃

-58 SCH₃ CH₂O(CH

)

SO₂CH₂CF₃

-59 SCH₃

-60 SCH₃

-61 SCH₃ CH₂O(CH

)

NHSO₂CH₃

-62 SCH₃ CH₂O(CH

)

(SO₂CH

)

-63 SCH₂CH₃ CH₃

-64 SCH₂CH₃ CF₃

-65 SCH₂CH₃ CH₂OCH₃

-66 SCH₂CH₃ CH₂OCH₂CH₃

-67 SCH₂CH₃

-68 SCH₂CH₃ CH₂OCH₂CF₃

-69 SCH₂CH₃ CH₂SCH₃

-70 SCH₂CH₃ CH₂SCH₂CH₃

-71 SCH₂CH₃

-72 SCH₂CH₃ CH₂SCH₂CF₃

-73 SCH₂CH₃ CH₂SOCH₃

-74 SCH₂CH₃ CH₂SOCH₂CH₃

-75 SCH₂CH₃

-76 SCH₂CH₃ CH₂SOCH₂CF₃

-77 SCH₂CH₃ CH₂SO₂CH₃

-78 SCH₂CH₃ CH₂SO₂CH₂CH₃

-79 SCH₂CH₃

-80 SCH₂CH₃ CH₂SO₂CH₃

indicates data missing or illegible when filed

TABLE 80 physical property (melting compound point- number R

R

ND)

-81 SCH₂CH₃ CH₂O(CH

)

OCH₃

-82 SCH₂CH₃ CH₂O(CH

)

OCH₂CH₃

-83 SCH₂CH₃ CH₂O(CH

)

OCH₂CF₃

-84 SCH₂CH₃ CH₂O(CH

)

SCH₃

-85 SCH₂CH₃ CH₂O(CH

)

SCH₂CF₃

-86 SCH₂CH₃ CH₂O(CH

)

SOCH₃

-87 SCH₂CH₃ CH₂O(CH

)

SOCH₂CF₃

-88 SCH₂CH₃ CH₂O(CH

)

SO₂CH₃

-89 SCH₂CH₃ CH₂O(CH

)

SO₂CH₂CF₃

-90 SCH₂CH₃

-91 SCH₂CH₃

-92 SCH₂CH₃ CH₂O(CH

)

NHSO₂CH₃

-93 SCH₂CH₃ CH₂O(CH

)

N

SO₂CH₃)

-94 S(CH

)

CH₃ CH₃

-95 S(CH

)

CH₃ CF₃

-96 S(CH

)

CH₃ CH₂OCH₃

-97 S(CH

)

CH₃ CH₂OCH₂CH₃

-98 S(CH

)

CH₃

-99 S(CH

)

CH₃ CH₂OCH₂CF₃

-100 S(CH

)

CH₃ CH₂SCH₃

-101 S(CH

)

CH₃ CH₂SCH₂CH₃

-102 S(CH

)

CH₃

-103 S(CH

)

CH₃ CH₂SCH₂CF₃

-104 S(CH

)

CH₃ CH₂SOCH₃

-105 S(CH

)

CH₃ CH₂SOCH₂CH₃

-106 S(CH

)

CH₃

-107 S(CH

)

CH₃ CH₂SOCH₂CF₃

-108 S(CH

)

CH₃ CH₂SO₂CH₃

-109 S(CH

)

CH₃ CH₂SO₂CH₂CH₃

-110 S(CH

)

CH₃

-111 S(CH

)

CH₃ CH₂SO₂CH₂CF₃

-112 S(CH

)

CH₃ CH₂O(CH

)

OCH₃

-113 S(CH

)

CH₃ CH₂O(CH

)

OCH₂CH₃

-114 S(CH

)

CH₃ CH₂O(CH

)

OCH₂CF₃

-115 S(CH

)

CH₃ CH₂O(CH

)

SCH₃

-116 S(CH

)

CH₃ CH₂O(CH

)

CH₂CF₃

-117 S(CH

)

CH₃ CH₂O(CH

)

SOCH₃

-118 S(CH

)

CH₃ CH₂O(CH

)

SOCH₂CF₃

-119 S(CH

)

CH₃ CH₂O(CH

)

SO₂CH₃

-120 S(CH

)

CH₃ CH₂O(CH

)

SO₂CH₂CF₃

indicates data missing or illegible when filed

TABLE 81 physical com- property pound (melting num- point- ber R

R

ND)

-121 S(CH

)

CH₃

-122 S(CH

)

CH₃

-123 S(CH

)

CH₃ CH₂O(CH

)

NHSO₂CH₃

-124 S(CH

)

CH₃ CH₂O(CH

)

N(CH

)

SO₂CH

)

-125 SC

H

CH₃

-126 SC

H

CF₃

-127 SC

H

CH₂OCH₃

-128 SC

H

CH₂OCH₂CH₃

-129 SC

H

-130 SC

H

CH₂OCH₂CF₃

-131 SC

H

CH₂SCH₃

-132 SC

H

CH₂SCH₂CH₃

-133 SC

H

-134 SC

H

CH₂SCH₂CF₃

-135 SC

H

CH₂OCH₃

-136 SC

H

CH₂SOCH₂CH₃

-137 SC

H

-138 SC

H

CH₂SOCH₂CF₃

-139 SC

H

CH₂SO₂CH₃

-140 SC

H

CH₂SO₂CH₂CH₃

-141 SC

H

-142 SC

H

CH₂SO₂CH₂CF₃

-143 SC

H

CH₂O(CH

)

OCH₃

-144 SC

H

CH₂O(CH

)

OCH₂CH₃

-145 SC

H

CH₂O(CH

)

OCH₂CF₃

-146 SC

H

CH₂O(CH

)

SCH₃

-147 SC

H

CH₂O(CH

)

SCH₂CH₃

-148 SC

H

CH₂O(CH

)

SOCH₃

-149 SC

H

CH₂O(CH

)

SOCH₂CF₃

-150 SC

H

CH₂O(CH

)

SO₂CH₃

-151 SC

H

CH₂O(CH

)

SO₂CH₂CF₃

-152 SC

H

-153 SC

H

-154 SC

H

CH₂O(CH

)

NHSO₂CH₃

-155 SC

H

CH₂O(CH

)

N(CH

)(SO₂CH

)

-156 SCH

C

H

CH₃

-157 SCH

C

H

CF₃

-158 SCH

C

H

CH₂OCH₃

-159 SCH

C

H

CH₂OCH₂CH₃

-160 SCH

C

H

indicates data missing or illegible when filed

TABLE 82 physical com- property pound (melting num- point- ber R

R

ND)

-161 SCH₂C

H

CH₂OCH₂CF₃

-162 SCH₂C

H

CH₂SCH₃

-163 SCH₂C

H

CH₂SCH₂CH₃

-164 SCH₂C

H

-165 SCH₂C

H

CH₂SCH₂CF₃

-166 SCH₂C

H

CH₂SOCH₃

-167 SCH₂C

H

CH₂SOCH₂CH₃

-168 SCH₂C

H

-169 SCH₂C

H

CH₂SOCH₂CF₃

-170 SCH₂C

H

CH₂SO₂CH₃

-171 SCH₂C

H

CH₂SO₂CH₂CH₃

-172 SCH₂C

H

-173 SCH₂C

H

CH₂SO₂CH₂CF₃

-174 SCH₂C

H

CH₂O(CH

)

OCH₃

-175 SCH₂C

H

CH₂O(CH

)

OCH₂CH₃

-176 SCH₂C

H

CH₂O(CH

)

OCH₂CF₃

-177 SCH₂C

H

CH₂O(CH

)

SCH₃

-178 SCH₂C

H

CH₂O(CH

)

SCH₂CF₃

-179 SCH₂C

H

CH₂O(CH

)

SOCH₃

-180 SCH₂C

H

CH₂O(CH

)

SOCH₂CF₃

-181 SCH₂C

H

CH₂O(CH

)

SO₂CH₃

-182 SCH₂C

H

CH₂O(CH

)

SO₂CH₂CF₃

-183 SCH₂C

H

-184 SCH₂C

H

-185 SCH₂C

H

CH₂O(CH

)

NHSO₂CH₃

-186 SCH₂C

H

CH₂O(CH

)

N(CH

SO₂CH

)

-187 1H-pyrazole-1-yl CH₃

-188 1H-pyrazole-1-yl CF₃

-189 1H-pyrazole-1-yl CH₂OCH₃

-190 1H-pyrazole-1-yl CH₂OCH₂CH₃

-191 1H-pyrazole-1-yl

-192 1H-pyrazole-1-yl CH₂OCH₂CF₃

-193 1H-pyrazole-1-yl CH₂SCH₃

-194 1H-pyrazole-1-yl CH₂SCH₂CH₃

-195 1H-pyrazole-1-yl

-196 1H-pyrazole-1-yl CH₂SCH₂CF₃

-197 1H-pyrazole-1-yl CH₂SOCH₃

-198 1H-pyrazole-1-yl CH₂SOCH₂CH₃

-199 1H-pyrazole-1-yl

-200 1H-pyrazole-1-yl CH₂SOCH₂CF₃

indicates data missing or illegible when filed

TABLE 83 phys- ical \ prop- erty com- (melt- pound ing num- point- ber R

R

ND)

-201 1H-pyrazole-1-yl CH₂SO₂CH₃

-202 1H-pyrazole-1-yl CH₂SO₂CH₂CH₃

-203 1H-pyrazole-1-yl

-204 1H-pyrazole-1-yl CH₂SO₂CH₂CF₃

-205 1H-pyrazole-1-yl CH₂O(CH

)

OCH₃

-206 1H-pyrazole-1-yl CH₂O(CH

)

OCH₂CH₃

-207 1H-pyrazole-1-yl CH₂O(CH

)

OCH₂CF₃

-208 1H-pyrazole-1-yl CH₂O(CH

)

SCH₃

-209 1H-pyrazole-1-yl CH₂O(CH

)

SCH₂CF₃

-210 1H-pyrazole-1-yl CH₂O(CH

)

SOCH₃

-211 1H-pyrazole-1-yl CH₂O(CH

)

SOCH₂CF₃

-212 1H-pyrazole-1-yl CH₂O(CH

)

SO₂CH₃

-213 1H-pyrazole-1-yl CH₂O(CH

)

SO₂CH₂CF₃

-214 1H-pyrazole-1-yl

-215 1H-pyrazole-1-yl

-216 1H-pyrazole-1-yl CH₂O(CH

)

NHSO₂CH₃

-217 1H-pyrazole-1-yl CH₂O(CH

)

N(CH

SO₂CH

)

-218 1H-imidazole-1-yl CH₃

-219 1H-imidazole-1-yl CF₃

-220 1H-imidazole-1-yl OCH₂CH₃

-221 1H-imidazole-1-yl CH₂OCH₂CH₃

-222 1H-imidazole-1-yl

-223 1H-imidazole-1-yl CH₂OCH₂CF₃

-224 1H-imidazole-1-yl CH₂SCH₃

-225 1H-imidazole-1-yl CH₂SCH₂CH₃

-226 1H-imidazole-1-yl

-227 1H-imidazole-1-yl CH₂SCH₂CF₃

-228 1H-imidazole-1-yl SOCH₃

-229 1H-imidazole-1-yl CH₂SOCH₂CH₃

-230 1H-imidazole-1-yl

-231 1H-imidazole-1-yl CH₂SOCH₂C

-232 1H-imidazole-1-yl CH₂SO₂CH₃

-233 1H-imidazole-1-yl CH₂SO₂CH₂CH₃

-234 1H-imidazole-1-yl

-235 1H-imidazole-1-yl CH₂SO₂CH₂CF₃

-236 1H-imidazole-1-yl CH₂O(CH

)

OCH₃

-237 1H-imidazole-1-yl CH₂O(CH

)

OCH₂CH₃

-238 1H-imidazole-1-yl CH₂O(CH

)

OCH₂CF₃

-239 1H-imidazole-1-yl CH₂O(CH

)

SCH₃

-240 1H-imidazole-1-yl CH₂O(CH

)

SCH₂CF₃

indicates data missing or illegible when filed

TABLE 84 physical property compound (melting number R4 R1 point-ND)

indicates data missing or illegible when filed

TABLE 85 physical property com- (melting pound point- number R

R

ND)

-281 1H-tetrazol-1-yl CF₃

-282 1H-tetrazol-1-yl CH₂OCH₃

-283 1H-tetrazol-1-yl CH₂OCH₂OCH₃

-284 1H-tetrazol-1-yl

-285 1H-tetrazol-1-yl CH₂OCH₂CF₃

-286 1H-tetrazol-1-yl CH₂SCH₃

-287 1H-tetrazol-1-yl CH₂SCH₂CH₃

-288 1H-tetrazol-1-yl

-289 1H-tetrazol-1-yl CH₂SCH₂CF₃

-290 1H-tetrazol-1-yl CH₂SOCH₃

-291 1H-tetrazol-1-yl CH₂SOCH₂CH₃

-292 1H-tetrazol-1-yl

-293 1H-tetrazol-1-yl CH₂SOCH₂CF₃

-294 1H-tetrazol-1-yl CH₂SO₂CH₃

-295 1H-tetrazol-1-yl CH₂SO₂CH₂CH₃

-296 1H-tetrazol-1-yl

-297 1H-tetrazol-1-yl CH₂SO₂CH₂CF₃

-298 1H-tetrazol-1-yl CH₂O(CH

)

OCH₃

-299 1H-tetrazol-1-yl CH₂O(CH

)

OCH₂CH₃

-300 1H-tetrazol-1-yl CH₂O(CH

)

OCH₂CF₃

-301 1H-tetrazol-1-yl CH₂O(CH

)

SCH₃

-302 1H-tetrazol-1-yl CH₂O(CH

)

SCH₂CF₃

-303 1H-tetrazol-1-yl CH₂O(CH

)

SOCH₃

-304 1H-tetrazol-1-yl CH₂O(CH

)

SOCH₂CF₃

-305 1H-tetrazol-1-yl CH₂O(CH

)

SO₂CH₃

-306 1H-tetrazol-1-yl CH₂O(CH

)

SO₂CH₂CF₃

-307 1H-tetrazol-1-yl

-308 1H-tetrazol-1-yl

-309 1H-tetrazol-1-yl CH₂O(CH

)

NHSO₂CH₃

-310 1H-tetrazol-1-yl CH₂O(CH

)

N(CH

)

SO₂CH₃)

-311 1H-tetrazol-2-yl CH₃

-312 1H-tetrazol-2-yl CF₃

-313 1H-tetrazol-2-yl CH₂OCH₃

-314 1H-tetrazol-2-yl CH₂OCH₂CH₃

-315 1H-tetrazol-2-yl

-316 1H-tetrazol-2-yl CH₂OCH₂CF₃

-317 1H-tetrazol-2-yl CH₂SCH₃

-318 1H-tetrazol-2-yl CH₂SCH₂CH₃

-319 1H-tetrazol-2-yl

-320 1H-tetrazol-2-yl CH₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 86 physical property com- (melting pound point- number R

R

ND)

-321 1H-tetrazol-2-yl CH₂SOCH₃

-322 1H-tetrazol-2-yl CH₂SOCH₂CH₃

-323 1H-tetrazol-2-yl

-324 1H-tetrazol-2-yl CH₂SOCH₂CF₃

-325 1H-tetrazol-2-yl CH₂SO₂CH₃

-326 1H-tetrazol-2-yl CH₂SO₂CH₂CH₃

-327 1H-tetrazol-2-yl

-328 1H-tetrazol-2-yl CH₂SO₂CH₂CF₃

-329 1H-tetrazol-2-yl CH₂O(CH

)

OCH₃

-330 1H-tetrazol-2-yl CH₂O(CH

)

OCH₂CH₃

-331 1H-tetrazol-2-yl CH₂O(CH

)

OCH₂CF₃

-332 1H-tetrazol-2-yl CH₂O(CH

)

SCH₃

-333 1H-tetrazol-2-yl CH₂O(CH

)

SCH₂CF₃

-334 1H-tetrazol-2-yl CH₂O(CH

)

SOCH₃

-335 1H-tetrazol-2-yl CH₂O(CH

)

SOCH₂CF₃

-336 1H-tetrazol-2-yl CH₂O(CH

)

SO₂CH₃

-337 1H-tetrazol-2-yl CH₂O(CH

)

SO₂CH₂CF₃

-338 1H-tetrazol-2-yl

-339 1H-tetrazol-2-yl

-340 1H-tetrazol-2-yl CH₂O(CH

)

NHSO₂CH₃

-341 1H-tetrazol-2-yl CH₂O(CH

)

N(CH

)(SO₂CH

)

indicates data missing or illegible when filed

TABLE 87

physical property compound (melting number R

R

point-ND) 7-1 Cl CH₃ 7-2 Cl CF₃ 7-3 Cl CH₂CH₃ 7-4 Cl CH₂OCH₂CH₃ 7-5 Cl

7-6 Cl CH₂OCH₂CF₃ 7-7 Cl CH₂SCH₃ 7-8 Cl CH₂SCH₂CH₃ 7-9 Cl

7-10 Cl CH₂SCH₂CF₃ 7-11 Cl CH₂SOCH₃ 7-12 Cl CH₂SOCH₂CH₃ 7-13 Cl

7-14 Cl CH₂SOCH₂CF₃ 7-15 Cl CH₂SO₂CH₃ 7-16 Cl CH₂SO₂CH₂CH₃ 7-17 Cl

7-18 Cl CH₂SO₂CH₂CF₃ 7-19 Cl CH₂O(CH

)

OCH₃ 7-20 Cl CH₂O(CH

)

OCH₂CH₃ 7-21 Cl CH₂O(CH

)

OCH₂CF₃ 7-22 Cl CH₂O(CH

)

SCH₃ 7-23 Cl CH₂O(CH

)

SCH₂CF₃ 7-24 Cl CH₂O(CH

)

SOCH₂CH₃ 7-25 Cl CH₂O(CH

)

SOCH₂CF₃ 7-26 Cl CH₂O(CH

)

SO₂CH₃ 7-27 Cl CH₂O(CH

)

SO₂CH₂CF₃ 7-28 Cl

7-29 Cl

7-30 Cl CH₂O(CH

)

NHSO₂CH₃ 7-31 Cl CH₂O(CH

)

N(CH

)(SO₂CH

) 7-32 SCH

CH₃ 7-33 SCH

CF₃ 7-34 SCH

CH₂OCH₃ 7-35 SCH

CH₂OCH₂CH₃ 7-36 SCH

7-37 SCH

CH₂OCH₂CF₃ 7-38 SCH

CH₂SCH₃ 7-39 SCH

CH₂SCH₂CH₃ 7-40 SCH

indicates data missing or illegible when filed

TABLE 88 physical property compound (melting point- number R4 R1 ND) 7-41 SCH₃ CH₂SCH₂CF₃ 7-42 SCH₃ CH₂SOCH₃ 7-43 SCH₃ CH₂SOCH₂CH₃ 7-44 SCH₃

7-45 SCH₃ CH₂SOCH₂CF₃ 7-46 SCH₃ CH₂SO₂CH₃ 7-47 SCH₃ CH₂SO₂CH₂CH₃ 7-48 SCH₃

7-49 SCH₃ CH₂SO₂CH₂CF₃ 7-50 SCH₃ CH₂O(CH₂)₂OCH₃ 7-51 SCH₃ CH₂O(CH₂)₂OCH₂CH₃ 7-52 SCH₃ CH₂O(CH₂)₂OCH₂CF₃ 7-53 SCH₃ CH₂O(CH₂)₂SCH₃ 7-54 SCH₃ CH₂O(CH₂)₂SCH₂CF₃ 7-55 SCH₃ CH₂O(CH₂)₂SOCH₃ 7-56 SCH₃ CH₂O(CH₂)₂SOCH₂CF₃ 7-57 SCH₃ CH₂O(CH₂)₂SO₂CH₃ 7-58 SCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 7-59 SCH₃

7-60 SCH₃

7-61 SCH₃ CH₂O(CH₂)₂NHSO₂CH₃ 7-62 SCH₃ CH₂O(CH₃)₂N(CH₃)(SO₂CH₃) 7-63 SCH₂CH₃ CH₃ 7-64 SCH₂CH₃ CF₃ 7-65 SCH₂CH₃ CH₂OCH₃ 7-66 SCH₂CH₃ CH₂OCH₂CH₃ 7-67 SCH₂CH₃

7-68 SCH₂CH₃ CH₂OCH₂CF₃ 7-69 SCH₂CH₃ CH₂SCH₃ 7-70 SCH₂CH₃ CH₂SCH₂CH₃ 7-71 SCH₂CH₃

7-72 SCH₂CH₃ CH₂SCH₂CF₃ 7-73 SCH₂CH₃ CH₂SOCH₃ 7-74 SCH₂CH₃ CH₂SOCH₂CH₃ 7-75 SCH₂CH₃

7-76 SCH₂CH₃ CH₂SOCH₂CF₃ 7-77 SCH₂CH₃ CH₂SO₂CH₃ 7-78 SCH₂CH₃ CH₂SO₂CH₂CH₃ 7-79 SCH₂CH₃

7-80 SCH₂CH₃ CH₂SO₂CH₂CF₃

TABLE 89 physical property (melting compound point- number R4 R1 ND) 7-81  SCH₂CH₃ CH₂O(CH₂)₂OCH₃ 7-82  SCH₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 7-83  SCH₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 7-84  SCH₂CH₃ CH₂O(CH₂)₂SCH₃ 7-85  SCH₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 7-86  SCH₂CH₃ CH₂O(CH₂)₂SOCH₃ 7-87  SCH₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 7-88  SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 7-89  SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 7-90  SCH₂CH₃

7-91  SCH₂CH₃

7-92  SCH₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 7-93  SCH₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 7-94  S(CH₂)₂CH₃ CH₃ 7-95  S(CH₂)₂CH₃ CF₃ 7-96  S(CH₂)₂CH₃ CH₂OCH₃ 7-97  S(CH₂)₂CH₃ CH₂OCH₂CH₃ 7-98  S(CH₂)₂CH₃

7-99  S(CH₂)₂CH₃ CH₂OCH₂CF₃ 7-100 S(CH₂)₂CH₃ CH₂SCH₃ 7-101 S(CH₂)₂CH₃ CH₂SCH₂CH₃ 7-102 S(CH₂)₂CH₃

7-103 S(CH₂)₂CH₃ CH₂SCH₂CF₃ 7-104 S(CH₂)₂CH₃ CH₂SOCH₃ 7-105 S(CH₂)₂CH₃ CH₂SOCH₂CH₃ 7-106 S(CH₂)₂CH₃

7-107 S(CH₂)₂CH₃ CH₂SOCH₂CF₃ 7-108 S(CH₂)₂CH₃ CH₂SO₂CH₃ 7-109 S(CH₂)₂CH₃ CH₂SO₂CH₂CH₃ 7-110 S(CH₂)₂CH₃

7-111 S(CH₂)₂CH₃ CH₂SO₂CH₂CF₃ 7-112 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 7-113 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 7-114 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 7-115 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 7-116 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 7-117 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 7-118 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 7-119 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 7-120 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃

TABLE 90 physical property compound (melting point- number R

R1 ND) 7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

7-

indicates data missing or illegible when filed

TABLE 91 physical property compound (melting point- number R4 R1 ND) 7-161 SCH₂C₆H₅ CH₂OCH₂CF₃ 7-162 SCH₂C₆H₅ CH₂SCH₃ 7-163 SCH₂C₆H₅ CH₂SCH₂CH₃ 7-164 SCH₂C₆H₅

7-165 SCH₂C₆H₅ CH₂SCH₂CF₃ 7-166 SCH₂C₆H₅ CH₂SOCH₃ 7-167 SCH₂C₆H₅ CH₂SOCH₂CH₃ 7-168 SCH₂C₆H₅

7-169 SCH₂C₆H₅ CH₂SOCH₂CF₃ 7-170 SCH₂C₆H₅ CH₂SO₂CH₃ 7-171 SCH₂C₆H₅ CH₂SO₂CH₂CH₃ 7-172 SCH₂C₆H₅

7-173 SCH₂C₆H₅ CH₂SO₂CH₂CF₃ 7-174 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₃ 7-175 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 7-176 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 7-177 SCH₂C₆H₅ CH₂O(CH₂)₂SCH₃ 7-178 SCH₂C₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 7-179 SCH₂C₆H₅ CH₂O(CH₂)₂SOCH₃ 7-180 SCH₂C₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 7-181 SCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₃ 7-182 SCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 7-183 SCH₂C₆H₅

7-184 SCH₂C₆H₅

7-185 SCH₂C₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 7-186 SCH₂C₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 7-187 1H-

-1-yl CH₃ 7-188 1H-

-1-yl CF₃ 7-189 1H-

-1-yl CH₂OCH₃ 7-190 1H-

-1-yl CH₂OCH₂CH₃ 7-191 1H-

-1-yl

7-192 1H-

-1-yl CH₂OCH₂CF₃ 7-193 1H-

-1-yl CH₂SCH₃ 7-194 1H-

-1-yl CH₂SCH₂CH₃ 7-195 1H-

-1-yl

7-196 1H-

-1-yl CH₂SCH₂CF₃ 7-197 1H-

-1-yl CH₂SOCH₃ 7-198 1H-

-1-yl CH₂SOCH₂CH₃ 7-199 1H-

-1-yl

7-200 1H-

-1-yl CH₂SOCH₂CF₃

indicates data missing or illegible when filed

TABLE 92 compound physical property number R4 R1 (melting point-ND) 7-201 1H-pyrazole-1-yl CH₂SO₂CH₃ 7-202 1H-pyrazole-1-yl CH₂SO₂CH₂CH₃ 7-203 1H-pyrazole-1-yl

7-204 1H-pyrazole-1-yl CH₂SO₂CH₂CF₃ 7-205 1H-pyrazole-1-yl CH₂O(CH₂)₂OCH₃ 7-206 1H-pyrazole-1-yl CH₂O(CH₂)₂OCH₂CH₃ 7-207 1H-pyrazole-1-yl CH₂O(CH₂)₂OCH₂CF₃ 7-208 1H-pyrazole-1-yl CH₂O(CH₂)₂SCH₃ 7-209 1H-pyrazole-1-yl CH₂O(CH₂)₂SCH₂CF₃ 7-210 1H-pyrazole-1-yl CH₂O(CH₂)₂SOCH₃ 7-211 1H-pyrazole-1-yl CH₂O(CH₂)₂SOCH₂CF₃ 7-212 1H-pyrazole-1-yl CH₂O(CH₂)₂SO₂CH₃ 7-213 1H-pyrazole-1-yl CH₂O(CH₂)₂SO₂CH₂CF₃ 7-214 1H-pyrazole-1-yl

7-215 1H-pyrazole-1-yl

7-216 1H-pyrazole-1-yl CH₂O(CH₂)₂NHSO₂CH₃ 7-217 1H-pyrazole-1-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 7-218 1H-imidazole-1-yl CH₃ 7-219 1H-imidazole-1-yl CF₃ 7-220 1H-imidazole-1-yl CH₂OCH₃ 7-221 1H-imidazole-1-yl CH₂OCH₂CH₃ 7-222 1H-imidazole-1-yl

7-223 1H-imidazole-1-yl CH₂OCH₂CF₃ 7-224 1H-imidazole-1-yl CH₂SCH₃ 7-225 1H-imidazole-1-yl CH₂SCH₂CH₃ 7-226 1H-imidazole-1-yl

7-227 1H-imidazole-1-yl CH₂SCH₂CF₃ 7-228 1H-imidazole-1-yl CH₂SOCH₃ 7-229 1H-imidazole-1-yl CH₂SOCH₂CH₃ 7-230 1H-imidazole-1-yl

7-231 1H-imidazole-1-yl CH₂SOCH₂CF₃ 7-232 1H-imidazole-1-yl CH₂SO₂CH₃ 7-233 1H-imidazole-1-yl CH₂SO₂CH₂CH₃ 7-234 1H-imidazole-1-yl

7-235 1H-imidazole-1-yl CH₂SO₂CH₂CF₃ 7-236 1H-imidazole-1-yl CH₂O(CH₂)₂OCH₃ 7-237 1H-imidazole-1-yl CH₂O(CH₂)₂OCH₂CH₃ 7-238 1H-imidazole-1-yl CH₂O(CH₂)₂OCH₂CF₃ 7-239 1H-imidazole-1-yl CH₂O(CH₂)₂SCH₃ 7-240 1H-imidazole-1-yl CH₂O(CH₂)₂SCH₂CF₃

TABLE 93 physical property compound (melting point- number R4 R1 ND) 7-241

CH₂O(CH₂)₂SOCH₃ 7-242

CH₂O(CH₂)₂SOCH₂CF₃ 7-243

CH₂O(CH₂)₂SO₂CH₃ 7-244

CH₂O(CH₂)₂SO₂CH₂CF₃ 7-245

7-246

7-247

CH₂O(CH₂)₂NHSO₂CH₃ 7-248

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 7-249

CH₃ 7-250

CF₃ 7-251

CH₂OCH₃ 7-252

CH₂OCH₂CH₃ 7-253

7-254

CH₂OCH₂CF₃ 7-255

CH₂SCH₃ 7-256

CH₂SCH₂CH₃ 7-257

7-258

CH₂SCH₂CF₃ 7-259

CH₂SOCH₃ 7-260

CH₂SOCH₂CH₃ 7-261

7-262

CH₂SOCH₂CF₃ 7-263

CH₂SO₂CH₃ 7-264

CH₂SO₂CH₂CH₃ 7-265

7-266

CH₂SO₂CH₂CF₃ 7-267

CH₂O(CH₂)₂OCH₃ 7-268

CH₂O(CH₂)₂OCH₂CH₃ 7-269

CH₂O(CH₂)₂OCH₂CF₃ 7-270

CH₂O(CH₂)₂SCH₃ 7-271

CH₂O(CH₂)₂SCH₂CF₃ 7-272

CH₂O(CH₂)₂SOCH₃ 7-273

CH₂O(CH₂)₂SOCH₂CF₃ 7-274

CH₂O(CH₂)₂SO₂CH₃ 7-275

CH₂O(CH₂)₂SO₂CH₂CF₃ 7-276

7-277

7-278

CH₂O(CH₂)₂NHSO₂CH₃ 7-279

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 7-280

CH₃

indicates data missing or illegible when filed

TABLE 94 physical property com- (melting pound point- number R4 R1 ND) 7-281 1H-

-1-yl CF₃ 7-282 1H-

-1-yl CH₂OCH₃ 7-283 1H-

-1-yl CH₂OCH₂CH₃ 7-284 1H-

-1-yl

7-285 1H-

-1-yl CH₂OCH₂CF₃ 7-286 1H-

-1-yl CH₂SCH₃ 7-287 1H-

-1-yl CH₂SCH₂CH₃ 7-288 1H-

-1-yl

7-289 1H-

-1-yl CH₂SCH₂CF₃ 7-290 1H-

-1-yl CH₂SOCH₃ 7-291 1H-

-1-yl CH₂SOCH₂CH₃ 7-292 1H-

-1-yl

7-293 1H-

-1-yl CH₂SOCH₂CF₃ 7-294 1H-

-1-yl CH₂SO₂CH₃ 7-295 1H-

-1-yl CH₂SO₂CH₂CH₃ 7-296 1H-

-1-yl

7-297 1H-

-1-yl CH₂SO₂CH₂CF₃ 7-298 1H-

-1-yl CH₂O(CH₂)₂OCH₃ 7-299 1H-

-1-yl CH₂O(CH₂)₂OCH₂CH₃ 7-300 1H-

-1-yl CH₂O(CH₂)₂OCH₂CF₃ 7-301 1H-

-1-yl CH₂O(CH₂)₂SCH₃ 7-302 1H-

-1-yl CH₂O(CH₂)₂SCH₂CF₃ 7-303 1H-

-1-yl CH₂O(CH₂)₂SOCH₃ 7-304 1H-

-1-yl CH₂O(CH₂)₂SOCH₂CF₃ 7-305 1H-

-1-yl CH₂O(CH₂)₂SO₂CH₃ 7-306 1H-

-1-yl CH₂O(CH₂)₂SO₂CH₂CF₃ 7-307 1H-

-1-yl

7-308 1H-

-1-yl

7-309 1H-

-1-yl CH₂O(CH₂)₂NHSO₂CH₃ 7-310 1H-

-1-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 7-311 1H-

-2-yl CH₃ 7-312 1H-

-2-yl CF₃ 7-313 1H-

-2-yl CH₂OCH₃ 7-314 1H-

-2-yl CH₂OCH₂CH₃ 7-315 1H-

-2-yl

7-316 1H-

-2-yl CH₂OCH₂CF₃ 7-317 1H-

-2-yl CH₂SCH₃ 7-318 1H-

-2-yl CH₂SCH₂CH₃ 7-319 1H-

-2-yl

7-320 1H-

-2-yl CH₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 95 physical property com- (melting pound point- number R

R1 ND) 7-

1H-

-2-yl CH

SOCH

7-

1H-

-2-yl CH

SOCH

CH

7-

1H-

-2-yl

7-

1H-

-2-yl CH

SOCH

CF

7-

1H-

-2-yl CH

SO

CH

7-

1H-

-2-yl CH

SO

CH

CH

7-

1H-

-2-yl

7-

1H-

-2-yl CH

SO

CH

CF

7-

1H-

-2-yl CH₂O(CH

)

OCH

7-

1H-

-2-yl CH

O(CH

)

OCH

CH

7-

1H-

-2-yl CH₂O(CH

)

OCH

CF

7-

1H-

-2-yl CH

O(CH

)

SCH

7-

1H-

-2-yl CH

O(CH

)

SCH

CF

7-

1H-

-2-yl CH

O(CH

)

SOCH

7-

1H-

-2-yl CH

O(CH

)

SOCH

CF

7-

1H-

-2-yl CH

O(CH

)

SO

CH

7-

1H-

-2-yl CH

O(CH

)

SO

CH

CF

7-

1H-

-2-yl

7-

1H-

-2-yl

7-

1H-

-2-yl CH

O(CH

)

NHSO

CH

7-

1H-

-2-yl CH

O(CH

)

N(CH

)(SO

CH

)

indicates data missing or illegible when filed

TABLE 96 physical property compound (melting point- number R4 R1 ND) 8-1  Cl CH₃ 8-2  Cl CF₃ 8-3  Cl CH₂OCH₃ 8-4  Cl CH₂OCH₂CH₃ 8-5  Cl

8-6  Cl CH₂OCH₂CF₃ 8-7  Cl CH₂SCH₃ 8-8  Cl CH₂SCH₂CH₃ 8-9  Cl

8-10 Cl CH₂SCH₂CF₃ 8-11 Cl CH₂SOCH₃ 8-12 Cl CH₂SOCH₂CH₃ 8-13 Cl

8-14 Cl CH₂SOCH₂CF₃ 8-15 Cl CH₂SO₂CH₃ 8-16 Cl CH₂SO₂CH₂CH₃ 8-17 Cl

8-18 Cl CH₂SO₂CH₂CF₃ 8-19 Cl CH₂O(CH₂)₂OCH₃ 8-20 Cl CH₂O(CH₂)₂OCH₂CH₃ 8-21 Cl CH₂O(CH₂)₂OCH₂CF₃ 8-22 Cl CH₂O(CH₂)₂SCH₃ 8-23 Cl CH₂O(CH₂)₂SCH₂CF₃ 8-24 Cl CH₂O(CH₂)₂SOCH₃ 8-25 Cl CH₂O(CH₂)₂SOCH₂CF₃ 8-26 Cl CH₂O(CH₂)₂SO₂CH₃ 8-27 Cl CH₂O(CH₂)₂SO₂CH₂CF₃ 8-28 Cl

8-29 Cl

8-30 Cl CH₂O(CH₂)₂NHSO₂CH₃ 8-31 Cl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 8-32 SCH₃ CH₃ 8-33 SCH₃ CF₃ 8-34 SCH₃ CH₂OCH₃ 8-35 SCH₃ CH₂OCH₂CH₃ 8-36 SCH₃

8-37 SCH₃ CH₂OCH₂CF₃ 8-38 SCH₃ CH₂SCH₃ 8-39 SCH₃ CH₂SCH₂CH₃ 8-40 SCH₃

TABLE 97 physical property compound (melting number R4 R1 point-ND) 8-41 SCH₃ CH₂SCH₂CF₃ 8-42 SCH₃ CH₂SOCH₃ 8-43 SCH₃ CH₂SOCH₂CH₃ 8-44 SCH₃

8-45 SCH₃ CH₂SOCH₂CF₃ 8-46 SCH₃ CH₂SO₂CH₃ 8-47 SCH₃ CH₂SO₂CH₂CH₃ 8-48 SCH₃

8-49 SCH₃ CH₂SO₂CH₂CF₃ 8-50 SCH₃ CH₂O(CH₂)₂OCH₃ 8-51 SCH₃ CH₂O(CH₂)₂OCH₂CH₃ 8-52 SCH₃ CH₂O(CH₂)₂OCH₂CF₃ 8-53 SCH₃ CH₂O(CH₂)₂SCH₃ 8-54 SCH₃ CH₂O(CH₂)₂SCH₂CF₃ 8-55 SCH₃ CH₂O(CH₂)₂SOCH₃ 8-56 SCH₃ CH₂O(CH₂)₂SOCH₂CF₃ 8-57 SCH₃ CH₂O(CH₂)₂SO₂CH₃ 8-58 SCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 8-59 SCH₃

8-60 SCH₃

8-61 SCH₃ CH₂O(CH₂)₂NHSO₂CH₃ 8-62 SCH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 8-63 SCH₂CH₃ CH₃ 8-64 SCH₂CH₃ CF₃ 8-65 SCH₂CH₃ CH₂OCH₃ 8-66 SCH₂CH₃ CH₂OCH₂CH₃ 8-67 SCH₂CH₃

8-68 SCH₂CH₃ CH₂OCH₂CF₃ 8-69 SCH₂CH₃ CH₂SCH₃ 8-70 SCH₂CH₃ CH₂SCH₂CH₃ 8-71 SCH₂CH₃

8-72 SCH₂CH₃ CH₂SCH₂CF₃ 8-73 SCH₂CH₃ CH₂SOCH₃ 8-74 SCH₂CH₃ CH₂SOCH₂CH₃ 8-75 SCH₂CH₃

8-76 SCH₂CH₃ CH₂SOCH₂CF₃ 8-77 SCH₂CH₃ CH₂SO₂CH₃ 8-78 SCH₂CH₃ CH₂SO₂CH₂CH₃ 8-79 SCH₂CH₃

8-80 SCH₂CH₃ CH₂SO₂CH₂CF₃

TABLE 98 physical property compound (melting number R4 R1 point-ND) 8-81  SCH₂CH₃ CH₂O(CH₂)₂OCH₃ 8-82  SCH₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 8-83  SCH₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 8-84  SCH₂CH₃ CH₂O(CH₂)₂SCH₃ 8-85  SCH₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 8-86  SCH₂CH₃ CH₂O(CH₂)₂SOCH₃ 8-87  SCH₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 8-88  SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 8-89  SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 8-90  SCH₂CH₃

8-91  SCH₂CH₃

8-92  SCH₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 8-93  SCH₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 8-94  S(CH₂)₂CH₃ CH₃ 8-95  S(CH₂)₂CH₃ CF₃ 8-96  S(CH₂)₂CH₃ CH₂OCH₃ 8-97  S(CH₂)₂CH₃ CH₂OCH₂CH₃ 8-98  S(CH₂)₂CH₃

8-99  S(CH₂)₂CH₃ CH₂OCH₂CF₃ 8-100 S(CH₂)₂CH₃ CH₂SCH₃ 8-101 S(CH₂)₂CH₃ CH₂SCH₂CH₃ 8-102 S(CH₂)₂CH₃

8-103 S(CH₂)₂CH₃ CH₂SCH₂CF₃ 8-104 S(CH₂)₂CH₃ CH₂SOCH₃ 8-105 S(CH₂)₂CH₃ CH₂SOCH₂CH₃ 8-106 S(CH₂)₂CH₃

8-107 S(CH₂)₂CH₃ CH₂SOCH₂CF₃ 8-108 S(CH₂)₂CH₃ CH₂SO₂CH₃ 8-109 S(CH₂)₂CH₃ CH₂SO₂CH₂CH₃ 8-110 S(CH₂)₂CH₃

8-111 S(CH₂)₂CH₃ CH₂SO₂CH₂CF₃ 8-112 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 8-113 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 8-114 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 8-115 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 8-116 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 8-117 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 8-118 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 8-119 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 8-120 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃

TABLE 99 physical property compound (melting number R4 R1 point-ND) 8-121 S(CH₂)₂CH₃

8-122 S(CH₂)₂CH₃

8-123 S(CH₂)₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 8-124 S(CH₂)₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 8-125 SC₆H₅ CH₃ 8-126 SC₆H₅ CF₃ 8-127 SC₆H₅ CH₂OCH₃ 8-128 SC₆H₅ CH₂OCH₂CH₃ 8-129 SC₆H₅

8-130 SC₆H₅ CH₂OCH₂CF₃ 8-131 SC₆H₅ CH₂SCH₃ 8-132 SC₆H₅ CH₂SCH₂CH₃ 8-133 SC₆H₅

8-134 SC₆H₅ CH₂SCH₂CF₃ 8-135 SC₆H₅ CH₂SOCH₃ 8-136 SC₆H₅ CH₂SOCH₂CH₃ 8-137 SC₆H₅

8-138 SC₆H₅ CH₂SOCH₂CF₃ 8-139 SC₆H₅ CH₂SO₂CH₃ 8-140 SC₆H₅ CH₂SO₂CH₂CH₃ 8-141 SC₆H₅

8-142 SC₆H₅ CH₂SO₂CH₂CF₃ 8-143 SC₆H₅ CH₂O(CH₂)₂OCH₃ 8-144 SC₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 8-145 SC₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 8-146 SC₆H₅ CH₂O(CH₂)₂SCH₃ 8-147 SC₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 8-148 SC₆H₅ CH₂O(CH₂)₂SOCH₃ 8-149 SC₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 8-150 SC₆H₅ CH₂O(CH₂)₂SO₂CH₃ 8-151 SC₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 8-152 SC₆H₅

8-153 SC₆H₅

8-154 SC₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 8-155 SC₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 8-156 SCH₂C₆H₅ CH₃ 8-157 SCH₂C₆H₅ CF₃ 8-158 SCH₂C₆H₅ CH₂OCH₃ 8-159 SCH₂C₆H₅ CH₂OCH₂CH₃ 8-160 SCH₂C₆H₅

TABLE 100 physical property compound

number R4 R1

8-161 SCH₂C₆H₅ CH₂OCH₂CF₃ 8-162 SCH₂C₆H₅ CH₂SCH₃ 8-163 SCH₂C₆H₅ CH₂SCH₂CH₃ 8-164 SCH₂C₆H₅

8-165 SCH₂C₆H₅ CH₂SCH₂CF₃ 8-166 SCH₂C₆H₅ CH₂SOCH₃ 8-167 SCH₂C₆H₅ CH₂SOCH₂CH₃ 8-168 SCH₂C₆H₅

8-169 SCH₂C₆H₅ CH₂SOCH₂CF₃ 8-170 SCH₂C₆H₅ CH₂SO₂CH₃ 8-171 SCH₂C₆H₅ CH₂SO₂CH₂CH₃ 8-172 SCH₂C₆H₅

8-173 SCH₂C₆H₅ CH₂SO₂CH₂CF₃ 8-174 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₃ 8-175 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 8-176 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 8-177 SCH₂C₆H₅ CH₂O(CH₂)₂SCH₃ 8-178 SCH₂C₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 8-179 SCH₂C₆H₅ CH₂O(CH₂)₂SOCH₃ 8-180 SCH₂C₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 8-181 SCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₂ 8-182 SCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 8-183 SCH₂C₆H₅

8-184 SCH₂C₆H₅

8-185 SCH₂C₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 8-186 SCH₂C₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 8-187

CH₃ 8-188

CF₃ 8-189

CH₂OCH₃ 8-190

CH₂OCH₂CH₃ 8-191

8-192

CH₂OCH₂CF₃ 8-193

CH₂SCH₃ 8-194

CH₂SCH₂CH₃ 8-195

8-196

CH₂SCH₂CF₃ 8-197

CH₂SOCH₃ 8-198

CH₂SOCH₂CH₃ 8-199

8-200

CH₂SOCH₂CF₃

indicates data missing or illegible when filed

TABLE 101 physical property compound (melting point- number R4 R1 ND) 8-201 1H-pyrazole- CH₂SO₂CH₃ 1-yl 8-202 1H-pyrazole- CH₂SO₂CH₂CH₃ 1-yl 8-203 1H-pyrazole- 1-yl

8-204 1H-pyrazole- CH₂SO₂CH₂CF₃ 1-yl 8-205 1H-pyrazole- CH₂O(CH₂)₂OCH₃ 1-yl 8-206 1H-pyrazole- CH₂O(CH₂)₂OCH₂CH₃ 1-yl 8-207 1H-pyrazole- CH₂O(CH₂)₂OCH₂CF₃ 1-yl 8-208 1H-pyrazole- CH₂O(CH₂)₂SCH₃ 1-yl 8-209 1H-pyrazole- CH₂O(CH₂)₂SCH₂CF₃ 1-yl 8-210 1H-pyrazole- CH₂O(CH₂)₂SOCH₃ 1-yl 8-211 1H-pyrazole- CH₂O(CH₂)₂SOCH₂CF₃ 1-yl 8-212 1H-pyrazole- CH₂O(CH₂)₂SO₂CH₃ 1-yl 8-213 1H-pyrazole- CH₂O(CH₂)₂SO₂CH₂CF₃ 1-yl 8-214 1H-pyrazole- 1-yl

8-215 1H-pyrazole- 1-yl

8-216 1H-pyrazole- CH₂O(CH₂)₂NHSO₂CH₃ 1-yl 8-217 1H-pyrazole- CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 1-yl 8-218 1H-imidazole- CH₃ 1-yl 8-219 1H-imidazole- CF₃ 1-yl 8-220 1H-imidazole- CH₂OCH₃ 1-yl 8-221 1H-imidazole- CH₂OCH₂CH₃ 1-yl 8-222 1H-imidazole- 1-yl

8-223 1H-imidazole- CH₂OCH₂CF₃ 1-yl 8-224 1H-imidazole- CH₂SCH₃ 1-yl 8-225 1H-imidazole- CH₂SCH₂CH₃ 1-yl 8-226 1H-imidazole- 1-yl

8-227 1H-imidazole- CH₂SCH₂CF₃ 1-yl 8-228 1H-imidazole- CH₂SOCH₃ 1-yl 8-229 1H-imidazole- CH₂SOCH₂CH₃ 1-yl 8-230 1H-imidazole- 1-yl

8-231 1H-imidazole- CH₂SOCH₂CF₃ 1-yl 8-232 1H-imidazole- CH₂SO₂CH₃ 1-yl 8-233 1H-imidazole- CH₂SO₂CH₂CH₃ 1-yl 8-234 1H-imidazole- 1-yl

8-235 1H-imidazole- CH₂SO₂CH₂CF₃ 1-yl 8-236 1H-imidazole- CH₂O(CH₂)₂OCH₃ 1-yl 8-237 1H-imidazole- CH₂O(CH₂)₂OCH₂CH₃ 1-yl 8-238 1H-imidazole- CH₂O(CH₂)₂OCH₂CF₃ 1-yl 8-239 1H-imidazole- CH₂O(CH₂)₂SCH₃ 1-yl 8-240 1H-imidazole- CH₂O(CH₂)₂SCH₂CF₃ 1-yl

TABLE 102 physical property compound (melting number R4 R1 point-ND) 8-241 1H- 

CH₂O(CH₂)₂SOCH₃ 8-242 1H- 

CH₂O(CH₂)₂SOCH₂CF₃ 8-243 1H- 

CH₂O(CH₂)₂SO₂CH₃ 8-244 1H- 

CH₂O(CH₂)₂SO₂CH₂CF₃ 8-245 1H- 

8-246 1H- 

8-247 1H- 

CH₂O(CH₂)₂NHSO₂CH₃ 8-248 1H- 

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 8-249 1H- 

CH₃ 8-250 1H- 

CF₃ 8-251 1H- 

CH₂OCH₃ 8-252 1H- 

CH₂OCH₂CH₃ 8-253 1H- 

8-254 1H- 

CH₂OCH₂CF₃ 8-255 1H- 

CH₂SCH₃ 8-256 1H- 

CH₂SCH₂CH₃ 8-257 1H- 

8-258 1H- 

CH₂SCH₂CF₃ 8-259 1H- 

CH₂SOCH₃ 8-260 1H- 

CH₂SOCH₂CH₃ 8-261 1H- 

8-262 1H- 

CH₂SOCH₂CF₃ 8-263 1H- 

CH₂SO₂CH₃ 8-264 1H- 

CH₂SO₂CH₂CH₃ 8-265 1H- 

8-266 1H- 

CH₂SO₂CH₂CF₃ 8-267 1H- 

CH₂O(CH₂)₂OCH₃ 8-268 1H- 

CH₂O(CH₂)₂OCH₂CH₃ 8-269 1H- 

CH₂O(CH₂)₂OCH₂CF₃ 8-270 1H- 

CH₂O(CH₂)₂SCH₃ 8-271 1H- 

CH₂O(CH₂)₂SCH₂CF₃ 8-272 1H- 

CH₂O(CH₂)₂SOCH₃ 8-273 1H- 

CH₂O(CH₂)₂SOCH₂CF₃ 8-274 1H- 

CH₂O(CH₂)₂SO₂CH₃ 8-275 1H- 

CH₂O(CH₂)₂SO₂CH₂CF₃ 8-276 1H- 

8-277 1H- 

8-278 1H- 

CH₂O(CH₂)₂NHSO₂CH₃ 8-279 1H- 

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 8-280 1H- 

CH₃

indicates data missing or illegible when filed

TABLE 103 physical property (melting compound point- number R

R

ND)

-281 1H-tetrazole-1-yl CF₃

-282 1H-tetrazole-1-yl CH₂OCH₃

-283 1H-tetrazole-1-yl CH₂OCH₂CH₃

-284 1H-tetrazole-1-yl

-285 1H-tetrazole-1-yl CH₂OCH₂CFH₃

-286 1H-tetrazole-1-yl CH₂SCH₃

-287 1H-tetrazole-1-yl CH₂OCH₃H₂SCH₂CH₃

-288 1H-tetrazole-1-yl

-289 1H-tetrazole-1-yl CH₂SCH₂CF₃

-290 1H-tetrazole-1-yl CH₂SOCH₃

-291 1H-tetrazole-1-yl CH₂SOCH₂CH₃

-292 1H-tetrazole-1-yl

-293 1H-tetrazole-1-yl CH₂SOCH₂CF₃

-294 1H-tetrazole-1-yl CH₂SO₂CH₃

-295 1H-tetrazole-1-yl CH₂SO₂CH₂CH₃

-296 1H-tetrazole-1-yl

-297 1H-tetrazole-1-yl CH₂SO₂CH₂CF₃

-298 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₃

-299 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₂CH₃

-300 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₂CF₃

-301 1H-tetrazole-1-yl CH₂O(CH₂)₂SCH₃

-302 1H-tetrazole-1-yl CH₂O(CH₂)₂SCH₂CF₃

-303 1H-tetrazole-1-yl CH₂O(CH₂)₂SOCH₃

-304 1H-tetrazole-1-yl CH₂O(CH₂)₂SOCH₂CF₃

-305 1H-tetrazole-1-yl CH₂O(CH₂)₂SO₂CH₃

-306 1H-tetrazole-1-yl CH₂O(CH₂)₂SOCH₂CF₃

-307 1H-tetrazole-1-yl

-308 1H-tetrazole-1-yl

-309 1H-tetrazole-1-yl CH₂O(CH₂)₂NHSO₂CH₃

-310 1H-tetrazole-1-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃)

-311 1H-tetrazole-2-yl CH₃

-312 1H-tetrazole-2-yl CH₃

-313 1H-tetrazole-2-yl CH₂OCH₃

-314 1H-tetrazole-2-yl CH₂OCH₂CH₃

-315 1H-tetrazole-2-yl

-316 1H-tetrazole-2-yl CH₂OCH₂CH₃

-317 1H-tetrazole-2-yl CH₂SCH₃

-318 1H-tetrazole-2-yl CH₂SCH₂CH₃

-319 1H-tetrazole-2-yl

-320 1H-tetrazole-2-yl CH₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 104 physical property compound (melting number R4 R1 point-ND) 8-321 1H-

-2-

CH₂SOCH₂ 8-322 1H-

-2-

CH₂SOCH₂CH₃ 8-323 1H-

-2-

8-324 1H-

-2-

CH₂SOCH₂CF₃ 8-325 1H-

-2-

CH₂SO₂CH₃ 8-326 1H-

-2-

CH₂SO₂CH₂CH₂ 8-327 1H-

-2-

8-328 1H-

-2-

CH₂SO₂CH₂CF₃ 8-329 1H-

-2-

CH₂O(CH₂)₂OCH₃ 8-330 1H-

-2-

CH₂O(CH₂)₂OCH₂CH₃ 8-331 1H-

-2-

CH₂O(CH₂)₂OCH₂CF₃ 8-332 1H-

-2-

CH₂O(CH₂)₂SCH₃ 8-333 1H-

-2-

CH₂O(CH₂)₂SCH₂CF₃ 8-334 1H-

-2-

CH₂O(CH₂)₂SOCH₃ 8-335 1H-

-2-

CH₂O(CH₂)₂SOCH₂CF₃ 8-336 1H-

-2-

CH₂O(CH₂)₂SO₂CH₃ 8-337 1H-

-2-

CH₂O(CH₂)₂SO₂CH₂CF₃ 8-338 1H-

-2-

8-339 1H-

-2-

8-340 1H-

-2-

CH₂O(CH₂)₂NHSO₂CH₃ 8-341 1H-

-2-

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃)

indicates data missing or illegible when filed

TABLE 105

physical property compound (melting point number R4 R1 ND) 9-1  Cl CH₃ 9-2  Cl CF₃ 9-3  Cl CH₂OCH₃ 9-4  Cl CH₂OCH₂CH₃ 9-5  Cl

9-6  Cl CH₂OCH₂CF₃ 9-7  Cl CH₂SCH₃ 9-8  Cl CH₂SCH₂CH₃ 9-9  Cl

9-10 Cl CH₂SCH₂CF₃ 9-11 Cl CH₂SOCH₃ 9-12 Cl CH₂SOCH₂CH₃ 9-13 Cl

9-14 Cl CH₂SOCH₂CF₃ 9-15 Cl CH₂SO₂CH₃ 9-16 Cl CH₂SO₂CH₂CH₃ 9-17 Cl

9-18 Cl CH₂SO₂CH₂CF₃ 9-19 Cl CH₂O(CH₂)₂OCH₃ 9-20 Cl CH₂O(CH₂)₂OCH₂CH₃ 9-21 Cl CH₂O(CH₂)₂OCH₂CF₃ 9-22 Cl CH₂O(CH₂)₂SCH₃ 9-23 Cl CH₂O(CH₂)₂SCH₂CF₃ 9-24 Cl CH₂O(CH₂)₂SOCH₃ 9-25 Cl CH₂O(CH₂)₂SOCH₂CF₃ 9-26 Cl CH₂O(CH₂)₂SO₂CH₃ 9-27 Cl CH₂O(CH₂)₂SO₂CH₂CF₃ 9-28 Cl

9-29 Cl

9-30 Cl CH₂O(CH₂)₂NHSO₂CH₃ 9-31 Cl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-32 SCH₃ CH₃ 9-33 SCH₃ CF₃ 9-34 SCH₃ CH₂OCH₃ 9-35 SCH₃ CH₂OCH₂CH₃ 9-36 SCH₃

9-37 SCH₃ CH₂OCH₂CF₃ 9-38 SCH₃ CH₂SCH₃ 9-39 SCH₃ CH₂SCH₂CH₃ 9-40 SCH₃

TABLE 106 physical property compound (melting point- number R4 R1 ND) 9-41 SCH₃ CH₂SCH₂CF₃ 9-42 SCH₃ CH₂SOCH₃ 9-43 SCH₃ CH₂SOCH₂CH₃ 9-44 SCH₃

9-45 SCH₃ CH₂SOCH₂CF₃ 9-46 SCH₃ CH₂SO₂CH₃ 9-47 SCH₃ CH₂SO₂CH₂CH₃ 9-48 SCH₃

9-49 SCH₃ CH₂SO₂CH₂CF₃ 9-50 SCH₃ CH₂O(CH₂)₂OCH₃ 9-51 SCH₃ CH₂O(CH₂)₂OCH₂CH₃ 9-52 SCH₃ CH₂O(CH₂)₂OCH₂CF₃ 9-53 SCH₃ CH₂O(CH₂)₂SCH₃ 9-54 SCH₃ CH₂O(CH₂)₂SCH₂CF₃ 9-55 SCH₃ CH₂O(CH₂)₂SOCH₃ 9-56 SCH₃ CH₂O(CH₂)₂SOCH₂CF₃ 9-57 SCH₃ CH₂O(CH₂)₂SO₂CH₃ 9-58 SCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 9-59 SCH₃

9-60 SCH₃

9-61 SCH₃ CH₂O(CH₂)₂NHSO₂CH₃ 9-62 SCH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-63 SCH₂CH₃ CH₃ 9-64 SCH₂CH₃ CF₃ 9-65 SCH₂CH₃ CH₂OCH₃ 9-66 SCH₂CH₃ CH₂OCH₂CH₃ 9-67 SCH₂CH₃

9-68 SCH₂CH₃ CH₂OCH₂CF₃ 9-69 SCH₂CH₃ CH₂SCH₃ 9-70 SCH₂CH₃ CH₂SCH₂CH₃ 9-71 SCH₂CH₃

9-72 SCH₂CH₃ CH₂SCH₂CF₃ 9-73 SCH₂CH₃ CH₂SOCH₃ 9-74 SCH₂CH₃ CH₂SOCH₂CH₃ 9-75 SCH₂CH₃

9-76 SCH₂CH₃ CH₂SOCH₂CF₃ 9-77 SCH₂CH₃ CH₂SO₂CH₃ 9-78 SCH₂CH₃ CH₂SO₂CH₂CH₃ 9-79 SCH₂CH₃

9-80 SCH₂CH₃ CH₂SO₂CH₂CF₃

TABLE 107 physical property compound (melting point- number R4 R1 ND) 9-81 SCH₂CH₃ CH₂O(CH₂)₂OCH₃ 9-82 SCH₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 9-83 SCH₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 9-84 SCH₂CH₃ CH₂O(CH₂)₂SCH₃ 9-85 SCH₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 9-86 SCH₂CH₃ CH₂O(CH₂)₂SOCH₃ 9-87 SCH₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 9-88 SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 9-89 SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 9-90 SCH₂CH₃

9-91 SCH₂CH₃

9-92 SCH₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 9-93 SCH₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-94 S(CH₂)₂CH₃ CH₃ 9-95 S(CH₂)₂CH₃ CF₃ 9-96 S(CH₂)₂CH₃ CH₂OCH₃ 9-97 S(CH₂)₂CH₃ CH₂OCH₂CH₃ 9-98 S(CH₂)₂CH₃

9-99 S(CH₂)₂CH₃ CH₂OCH₂CF₃ 9-100 S(CH₂)₂CH₃ CH₂SCH₃ 9-101 S(CH₂)₂CH₃ CH₂SCH₂CH₃ 9-102 S(CH₂)₂CH₃

9-103 S(CH₂)₂CH₃ CH₂SCH₂CF₃ 9-104 S(CH₂)₂CH₃ CH₂SOCH₃ 9-105 S(CH₂)₂CH₃ CH₂SOCH₂CH₃ 9-106 S(CH₂)₂CH₃

9-107 S(CH₂)₂CH₃ CH₂SOCH₂CF₃ 9-108 S(CH₂)₂CH₃ CH₂SO₂CH₃ 9-109 S(CH₂)₂CH₃ CH₂SO₂CH₂CH₃ 9-110 S(CH₂)₂CH₃

9-111 S(CH₂)₂CH₃ CH₂SO₂CH₂CF₃ 9-112 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 9-113 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 9-114 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 9-115 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 9-116 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 9-117 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 9-118 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 9-119 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 9-120 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃

TABLE 108 physical property compound (melting point- number R4 R1 ND) 9-121 S(CH₂)₂CH₃

9-122 S(CH₂)₂CH₃

9-123 S(CH₂)₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 9-124 S(CH₂)₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-125 SC₆H₅ CH₃ 9-126 SC₆H₅ CF₃ 9-127 SC₆H₅ CH₂OCH₃ 9-128 SC₆H₅ CH₂OCH₂CH₃ 9-129 SC₆H₅

9-130 SC₆H₅ CH₂OCH₂CF₃ 9-131 SC₆H₅ CH₂SCH₃ 9-132 SC₆H₅ CH₂SCH₂CH₃ 9-133 SC₆H₅

9-134 SC₆H₅ CH₂SCH₂CF₃ 9-135 SC₆H₅ CH₂SOCH₃ 9-136 SC₆H₅ CH₂SOCH₂CH₃ 9-137 SC₆H₅

9-138 SC₆H₅ CH₂SOCH₂CF₃ 9-139 SC₆H₅ CH₂SO₂CH₃ 9-140 SC₆H₅ CH₂SO₂CH₂CH₃ 9-141 SC₆H₅

9-142 SC₆H₅ CH₂SO₂CH₂CF₃ 9-143 SC₆H₅ CH₂O(CH₂)₂OCH₃ 9-144 SC₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 9-145 SC₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 9-146 SC₆H₅ CH₂O(CH₂)₂SCH₃ 9-147 SC₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 9-148 SC₆H₅ CH₂O(CH₂)₂SOCH₃ 9-149 SC₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 9-150 SC₆H₅ CH₂O(CH₂)₂SO₂CH₃ 9-151 SC₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 9-152 SC₆H₅

9-153 SC₆H₅

9-154 SC₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 9-155 SC₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-156 SCH₂C₆H₅ CH₃ 9-157 SCH₂C₆H₅ CF₃ 9-158 SCH₂C₆H₅ CH₂OCH₃ 9-159 SCH₂C₆H₅ CH₂OCH₂CH₃ 9-160 SCH₂C₆H₅

TABLE 109 physical property compound

number R4 R1 ND) 9-161 SCH₂C₆H₅ CH₂OCH₂CF₃ 9-162 SCH₂C₆H₅ CH₂SCH₃ 9-163 SCH₂C₆H₅ CH₂SCH₂CH₃ 9-164 SCH₂C₆H₅

9-165 SCH₂C₆H₅ CH₂SCH₂CF₃ 9-166 SCH₂C₆H₅ CH₂SOCH₃ 9-167 SCH₂C₆H₅ CH₂SOCH₂CH₃ 9-168 SCH₂C₆H₅

9-169 SCH₂C₆H₅ CH₂SOCH₂CF₃ 9-170 SCH₂C₆H₅ SCH₂C₆H₅ 9-171 SCH₂C₆H₅ CH₂SO₂CH₂CH₃ 9-172 SCH₂C₆H₅

9-173 SCH₂C₆H₅ CH₂SO₂CH₂CF₃ 9-174 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₃ 9-175 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 9-176 SCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 9-177 SCH₂C₆H₅ CH₂O(CH₂)₂SCH₃ 9-178 SCH₂C₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 9-179 SCH₂C₆H₅ CH₂O(CH₂)₂SOCH₃ 9-180 SCH₂C₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 9-181 SCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₃ 9-182 SCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 9-183 SCH₂C₆H₅

9-184 SCH₂C₆H₅

9-185 SCH₂C₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 9-186 SCH₂C₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-187 1H-

-1-yl CH₃ 9-188 1H-

-1-yl CF₃ 9-189 1H-

-1-yl CH₂OCH₃ 9-190 1H-

-1-yl CH₂OCH₂CH₃ 9-191 1H-

-1-yl

9-192 1H-

-1-yl CH₂OCH₂CF₃ 9-193 1H-

-1-yl CH₂SCH₃ 9-194 1H-

-1-yl CH₂SCH₂CH₃ 9-195 1H-

-1-yl

9-196 1H-

-1-yl CH₂SCH₂CF₃ 9-197 1H-

-1-yl CH₂SOCH₃ 9-198 1H-

-1-yl CH₂OCH₂CH₃ 9-199 1H-

-1-yl

9-200 1H-

-1-yl CH₂SOCH₂CF₃

indicates data missing or illegible when filed

TABLE 101 physical property compound

number R4 R1

9-201

CH₂SO₂CH₃ 9-202

CH₂SO₂CH₂CH₃ 9-203

9-204

CH₂SO₂CH₂CF₃ 9-205

CH₂O(CH₂)₂OCH₃ 9-206

CH₂O(CH₂)₂OCH₂CH₃ 9-207

CH₂O(CH₂)₂OCH₂CF₃ 9-208

CH₂O(CH₂)₂SCH₃ 9-209

CH₂O(CH₂)₂ 9-210

CH₂O(CH₂)₂SOCH₃ 9-211

CH₂O(CH₂)₂SOCH₂CF₃ 9-212

CH₂O(CH₂)₂SO₂CH₃ 9-213

CH₂O(CH₂)₂SO₂CH₂CF₃ 9-214

9-215

9-216

CH₂O(CH₂)₂NHSO₂CH₃ 9-217

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-218

CH₃ 9-219

CF₃ 9-220

CH₂OCH₃ 9-221

CH₂OCH₂CH₃ 9-222

9-223

CH₂OCH₂CF₃ 9-224

CH₂SCH₃ 9-225

CH₂SCH₂CH₃ 9-226

9-227

CH₂SCH₂CF₃ 9-228

CH₂SOCH₃ 9-229

CH₂SOCH₂CH₃ 9-230

9-231

CH₂SOCH₂CF₃ 9-232

CH₂SO₂CH₃ 9-233

CH₂SO₂CH₂CH₃ 9-234

9-235

CH₂SO₂CH₂CF₃ 9-236

CH₂O(CH₂)₂OCH₃ 9-237

CH₂O(CH₂)₂OCH₂CH₃ 9-238

CH₂O(CH₂)₂OCH₂CF₃ 9-239

CH₂O(CH₂)₂SCH₃ 9-240

CH₂O(CH₂)₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 111 physical property compound (melting point- number R4 R1 ND) 9-241 1H- 

CH₂O(CH₂)₂SOCH₃ 9-242 1H- 

CH₂O(CH₂)₂SOCH₂CF₃ 9-243 1H- 

CH₂O(CH₂)₂SO₂CH₃ 9-244 1H- 

CH₂O(CH₂)₂SO₂CH₂CF₃ 9-245 1H- 

9-246 1H- 

9-247 1H- 

CH₂O(CH₂)₂NHSO₂CH₃ 9-248 1H- 

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-249 1H- 

CH₃ 9-250 1H- 

CF₃ 9-251 1H- 

CH₂OCH₃ 9-252 1H- 

CH₂OCH₂CH₃ 9-253 1H- 

9-254 1H- 

CH₂OCH₂CF₃ 9-255 1H- 

CH₂SCH₃ 9-256 1H- 

CH₂SCH₂CH₃ 9-257 1H- 

9-258 1H- 

CH₂SCH₂CF₃ 9-259 1H- 

CH₂SOCH₃ 9-260 1H- 

CH₂SOCH₂CH₃ 9-261 1H- 

9-262 1H- 

CH₂SOCH₂CF₃ 9-263 1H- 

CH₂SO₂CH₃ 9-264 1H- 

CH₂SO₂CH₂CH₃ 9-265 1H- 

9-266 1H- 

CH₂SO₂CH₂CF₃ 9-267 1H- 

CH₂O(CH₂)₂OCH₃ 9-268 1H- 

CH₂O(CH₂)₂OCH₂CH₃ 9-269 1H- 

CH₂O(CH₂)₂OCH₂CF₃ 9-270 1H- 

CH₂O(CH₂)₂SCH₃ 9-271 1H- 

CH₂O(CH₂)₂SCH₂CF₃ 9-272 1H- 

CH₂O(CH₂)₂SOCH₃ 9-273 1H- 

CH₂O(CH₂)₂SOCH₂CF₃ 9-274 1H- 

CH₂O(CH₂)₂SO₂CH₃ 9-275 1H- 

CH₂O(CH₂)₂SO₂CH₂CF₃ 9-276 1H- 

9-277 1H- 

9-278 1H- 

CH₂O(CH₂)₂NHSO₂CH₃ 9-279 1H- 

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-280 1H- 

CH₃

indicates data missing or illegible when filed

TABLE 112 physical property compound (melting point- number R4 R1 ND) 9-281 1H- 

CF₃ 9-282 1H- 

CH₂OCH₃ 9-283 1H- 

CH₂OCH₂CH₃ 9-284 1H- 

9-285 1H- 

CH₂OCH₂CF₃ 9-286 1H- 

CH₂SCH₃ 9-287 1H- 

CH₂SCH₂CH₃ 9-288 1H- 

9-289 1H- 

CH₂SCH₂CF₃ 9-290 1H- 

CH₂SOCH₃ 9-291 1H- 

CH₂SOCH₂CH₃ 9-292 1H- 

9-293 1H- 

CH₂SOCH₂CF₃ 9-294 1H- 

CH₂SO₂CH₃ 9-295 1H- 

CH₂SO₂CH₂CH₃ 9-296 1H- 

9-297 1H- 

CH₂SO₂CH₂CF₃ 9-298 1H- 

CH₂O(CH₂)₂OCH₃ 9-299 1H- 

CH₂O(CH₂)₂OCH₂CH₃ 9-300 1H- 

CH₂O(CH₂)₂OCH₂CF₃ 9-301 1H- 

CH₂O(CH₂)₂SCH₃ 9-302 1H- 

CH₂O(CH₂)₂SCH₂CF₃ 9-303 1H- 

CH₂O(CH₂)₂SOCH₃ 9-304 1H- 

CH₂O(CH₂)₂SOCH₂CF₃ 9-305 1H- 

CH₂O(CH₂)₂SO₂CH₃ 9-306 1H- 

CH₂O(CH₂)₂SO₂CH₂CF₃ 9-307 1H- 

9-308 1H- 

9-309 1H- 

CH₂O(CH₂)₂NHSO₂CH₃ 9-310 1H- 

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 9-311 1H- 

CH₃ 9-312 1H- 

CF₃ 9-313 1H- 

CH₂OCH₃ 9-314 1H- 

CH₂OCH₂CH₃ 9-315 1H- 

9-316 1H- 

CH₂OCH₂CF₃ 9-317 1H- 

CH₂SCH₃ 9-318 1H- 

CH₂SCH₂CH₃ 9-319 1H- 

9-320 1H- 

CH₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 113 physical property compound (melting number R4 R1 point-ND) 9-321 1H-tetrazole-2-yl CH₂SOCH₃ 9-322 1H-tetrazole-2-yl CH₂SOCH₂CH₃ 9-323 1H-tetrazole-2-yl

9-324 1H-tetrazole-2-yl CH₂SOCH₂CF₃ 9-325 1H-tetrazole-2-yl CH₂SO₂CH₃ 9-326 1H-tetrazole-2-yl CH₂SO₂CH₂CH₃ 9-327 1H-tetrazole-2-yl

9-328 1H-tetrazole-2-yl CH₂SO₂CH₂CF₃ 9-329 1H-tetrazole-2-yl CH₂O(CH₂)₂OCH₃ 9-330 1H-tetrazole-2-yl CH₂O(CH₂)₂OCH₂CH₃ 9-331 1H-tetrazole-2-yl CH₂O(CH₂)₂OCH₂CF₃ 9-332 1H-tetrazole-2-yl CH₂O(CH₂)₂SCH₃ 9-333 1H-tetrazole-2-yl CH₂O(CH₂)₂SCH₂CF₃ 9-334 1H-tetrazole-2-yl CH₂O(CH₂)₂SOCH₃ 9-335 1H-tetrazole-2-yl CH₂O(CH₂)₂SOCH₂CF₃ 9-336 1H-tetrazole-2-yl CH₂O(CH₂)₂SO₂CH₃ 9-337 1H-tetrazole-2-yl CH₂O(CH₂)₂SO₂CH₂CF₃ 9-338 1H-tetrazole-2-yl

9-339 1H-tetrazole-2-yl

9-340 1H-tetrazole-2-yl CH₂O(CH₂)₂NHSO₂CH₃ 9-341 1H-tetrazole-2-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃)

TABLE 114

physical property compound (melting point- number R4 R1 ND) 10-1  Cl CH₃ 10-2  Cl CF₃ 10-3  Cl CH₂OCH₃ 10-4  Cl CH₂OCH₂CH₃ 10-5  Cl

10-6  Cl CH₂OCH₂CF₃ 10-7  Cl CH₂SCH₃ 10-8  Cl CH₂SCH₂CH₃ 10-9  Cl

10-10 Cl CH₂SCH₂CF₃ 10-11 Cl CH₂SOCH₃ 10-12 Cl CH₂SOCH₂CH₃ 10-13 Cl

10-14 Cl CH₂SOCH₂CF₃ 10-15 Cl CH₂SO₂CH₃ 10-16 Cl CH₂SO₂CH₂CH₃ 10-17 Cl

10-18 Cl CH₂SO₂CH₂CF₃ 10-19 Cl CH₂O(CH₂)₂OCH₃ 10-20 Cl CH₂O(CH₂)₂OCH₂CH₃ 10-21 Cl CH₂O(CH₂)₂OCH₂CF₃ 10-22 Cl CH₂O(CH₂)₂SCH₃ 10-23 Cl CH₂O(CH₂)₂SCH₂CF₃ 10-24 Cl CH₂O(CH₂)₂SOCH₃ 10-25 Cl CH₂O(CH₂)₂SOCH₂CF₃ 10-26 Cl CH₂O(CH₂)₂SO₂CH₃ 10-27 Cl CH₂O(CH₂)₂SO₂CH₂CF₃ 10-28 Cl

10-29 Cl

10-30 Cl CH₂O(CH₂)₂NHSO₂CH₃ 10-31 Cl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 10-32 SCH₃ CH₃ 10-33 SCH₃ CF₃ 10-34 SCH₃ CH₂OCH₃ 10-35 SCH₃ CH₂OCH₂CH₃ 10-36 SCH₃

10-37 SCH₃ CH₂OCH₂CF₃ 10-38 SCH₃ CH₂SCH₃ 10-39 SCH₃ CH₂SCH₂CH₃ 10-40 SCH₃

TABLE 115 physical property compound (melting point- number R4 R1 ND) 10-41 SCH₃ CH₂SCH₂CF₃ 10-42 SCH₃ CH₂SOCH₃ 10-43 SCH₃ CH₂SOCH₂CH₃ 10-44 SCH₃

10-45 SCH₃ CH₂SOCH₂CF₃ 10-46 SCH₃ CH₂SO₂CH₃ 10-47 SCH₃ CH₂SO₂CH₂CH₃ 10-48 SCH₃

10-49 SCH₃ CH₂SO₂CH₂CF₃ 10-50 SCH₃ CH₂O(CH₂)₂OCH₃ 10-51 SCH₃ CH₂O(CH₂)₂OCH₂CH₃ 10-52 SCH₃ CH₂O(CH₂)₂OCH₂CF₃ 10-53 SCH₃ CH₂O(CH₂)₂SCH₃ 10-54 SCH₃ CH₂O(CH₂)₂SCH₂CF₃ 10-55 SCH₃ CH₂O(CH₂)₂SOCH₃ 10-56 SCH₃ CH₂O(CH₂)₂SOCH₂CF₃ 10-57 SCH₃ CH₂O(CH₂)₂SO₂CH₃ 10-58 SCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 10-59 SCH₃

10-60 SCH₃

10-61 SCH₃ CH₂O(CH₂)₂NHSO₂CH₃ 10-62 SCH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 10-63 SCH₂CH₃ CH₃ 10-64 SCH₂CH₃ CF₃ 10-65 SCH₂CH₃ CH₂OCH₃ 10-66 SCH₂CH₃ CH₂OCH₂CH₃ 10-67 SCH₂CH₃

10-68 SCH₂CH₃ CH₂OCH₂CF₃ 10-68 SCH₂CH₃ CH₂SCH₃ 10-70 SCH₂CH₃ CH₂SCH₂CH₃ 10-71 SCH₂CH₃

10-72 SCH₂CH₃ CH₂SCH₂CF₃ 10-73 SCH₂CH₃ CH₂SOCH₃ 10-74 SCH₂CH₃ CH₂SOCH₂CH₃ 10-75 SCH₂CH₃

10-76 SCH₂CH₃ CH₂SOCH₂CF₃ 10-77 SCH₂CH₃ CH₂SO₂CH₃ 10-78 SCH₂CH₃ CH₂SO₂CH₂CH₃ 10-79 SCH₂CH₃

10-80 SCH₂CH₃ CH₂SO₂CH₂CF₃

TABLE 116 physical property compound (melting point- number R4 R1 ND) 10-81  SCH₂CH₃ CH₂O(CH₂)₂OCH₃ 10-82  SCH₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 10-83  SCH₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 10-84  SCH₂CH₃ CH₂O(CH₂)₂SCH₃ 10-85  SCH₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 10-86  SCH₂CH₃ CH₂O(CH₂)₂SOCH₃ 10-87  SCH₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 10-88  SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 10-89  SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 10-90  SCH₂CH₃

10-91  SCH₂CH₃

10-92  SCH₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 10-93  SCH₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 10-94  S(CH₂)₂CH₃ CH₃ 10-95  S(CH₂)₂CH₃ CF₃ 10-96  S(CH₂)₂CH₃ CH₂OCH₃ 10-97  S(CH₂)₂CH₃ CH₂OCH₂CH₃ 10-98  S(CH₂)₂CH₃

10-99  S(CH₂)₂CH₃ CH₂OCH₂CF₃ 10-100 S(CH₂)₂CH₃ CH₂SCH₃ 10-101 S(CH₂)₂CH₃ CH₂SCH₂CH₃ 10-102 S(CH₂)₂CH₃

10-103 S(CH₂)₂CH₃ CH₂SCH₂CF₃ 10-104 S(CH₂)₂CH₃ CH₂SOCH₃ 10-105 S(CH₂)₂CH₃ CH₂SOCH₂CH₃ 10-106 S(CH₂)₂CH₃

10-107 S(CH₂)₂CH₃ CH₂SOCH₂CF₃ 10-108 S(CH₂)₂CH₃ CH₂SO₂CH₃ 10-109 S(CH₂)₂CH₃ CH₂SO₂CH₂CH₃ 10-110 S(CH₂)₂CH₃

10-111 S(CH₂)₂CH₃ CH₂SO₂CH₂CF₃ 10-112 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 10-113 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 10-114 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 10-115 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 10-116 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 10-117 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 10-118 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 10-119 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 10-120 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃

TABLE 117 physical property compound (melting number R4 R1 point-ND) 10-121 S(CH₂)₂CH₃

10-122 S(CH₂)₂CH₃

10-123 S(CH₂)₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 10-124 S(CH₂)₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 10-125 SC₆H₅ CH₃ 10-126 SC₆H₅ CF₃ 10-127 SC₆H₅ CH₂OCH₃ 10-128 SC₆H₅ CH₂OCH₂CH₃ 10-129 SC₆H₅

10-130 SC₆H₅ CH₂OCH₂CF₃ 10-131 SC₆H₅ CH₂SCH₃ 10-132 SC₆H₅ CH₂SCH₂CH₃ 10-133 SC₆H₅

10-134 SC₆H₅ CH₂SCH₂CF₃ 10-135 SC₆H₅ CH₂SOCH₃ 10-136 SC₆H₅ CH₂SOCH₂CH₃ 10-137 SC₆H₅

10-138 SC₆H₅ CH₂SOCH₂CF₃ 10-139 SC₆H₅ CH₂SO₂CH₃ 10-140 SC₆H₅ CH₂SO₂CH₂CH₃ 10-141 SC₆H₅

10-142 SC₆H₅ CH₂SO₂CH₂CF₃ 10-143 SC₆H₅ CH₂O(CH₂)₂OCH₃ 10-144 SC₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 10-145 SC₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 10-146 SC₆H₅ CH₂O(CH₂)₂SCH₃ 10-147 SC₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 10-148 SC₆H₅ CH₂O(CH₂)₂SOCH₃ 10-149 SC₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 10-150 SC₆H₅ CH₂O(CH₂)₂SO₂CH₃ 10-151 SC₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 10-152 SC₆H₅

10-153 SC₆H₅

10-154 SC₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 10-155 SC₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 10-156 SCH₂C₆H₅ CH₃ 10-157 SCH₂C₆H₅ CF₃ 10-158 SCH₂C₆H₅ CH₂OCH₃ 10-159 SCH₂C₆H₅ CH₂OCH₂CH₃ 10-160 SCH₂C₆H₅

TABLE 118 physical property (melting compound point

  number R

R

ND)

indicates data missing or illegible when filed

TABLE 119 physical property (melting compound point

number R

R

ND)

indicates data missing or illegible when filed

TABLE 120 physical property compound (melting number R4 R1 point-ND) 10-241 1H- 

CH₂O(CH₂)₂SOCH₃ 10-242 1H- 

CH₂O(CH₂)₂SOCH₂CF₃ 10-243 1H- 

CH₂O(CH₂)₂SO₂CH₃ 10-244 1H- 

CH₂O(CH₂)₂SO₂CH₂CF₃ 10-245 1H- 

10-246 1H- 

10-247 1H- 

CH₂O(CH₂)₂NHSO₂CH₃ 10-248 1H- 

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 10-249 1H- 

CH₃ 10-250 1H- 

CF₃ 10-251 1H- 

CH₂OCH₃ 10-252 1H- 

CH₂OCH₂CH₃ 10-253 1H- 

10-254 1H- 

CH₂OCH₂CF₃ 10-255 1H- 

CH₂SCH₃ 10-256 1H- 

CH₂SCH₂CH₃ 10-257 1H- 

10-258 1H- 

CH₂SCH₂CF₃ 10-259 1H- 

CH₂SOCH₃ 10-260 1H- 

CH₂SOCH₂CH₃ 10-261 1H- 

10-262 1H- 

CH₂SOCH₂CF₃ 10-263 1H- 

CH₂SO₂CH₃ 10-264 1H- 

CH₂SO₂CH₂CH₃ 10-265 1H- 

10-266 1H- 

CH₂SO₂CH₂CF₃ 10-267 1H- 

CH₂O(CH₂)₂OCH₃ 10-268 1H- 

CH₂O(CH₂)₂OCH₂CH₃ 10-269 1H- 

CH₂O(CH₂)₂OCH₂CF₃ 10-270 1H- 

CH₂O(CH₂)₂SCH₃ 10-271 1H- 

CH₂O(CH₂)₂SCH₂CF₃ 10-272 1H- 

CH₂O(CH₂)₂SOCH₃ 10-273 1H- 

CH₂O(CH₂)₂SOCH₂CF₃ 10-274 1H- 

CH₂O(CH₂)₂SO₂CH₃ 10-275 1H- 

CH₂O(CH₂)₂SO₂CH₂CF₃ 10-276 1H- 

10-277 1H- 

10-278 1H- 

CH₂O(CH₂)₂NHSO₂CH₃ 10-279 1H- 

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 10-280 1H- 

CH₃

indicates data missing or illegible when filed

TABLE 121 compound physical property number R4 R1 (melting point-ND) 10-281 1H-tetrazole-1-yl CF₃ 10-282 1H-tetrazole-1-yl CH₂OCH₃ 10-283 1H-tetrazole-1-yl CH₂OCH₂CH₃ 10-284 1H-tetrazole-1-yl

10-285 1H-tetrazole-1-yl CH₂OCH₂CF₃ 10-286 1H-tetrazole-1-yl CH₂SCH₃ 10-287 1H-tetrazole-1-yl CH₂SCH₂CH₃ 10-288 1H-tetrazole-1-yl

10-289 1H-tetrazole-1-yl CH₂SCH₂CF₃ 10-290 1H-tetrazole-1-yl CH₂SOCH₃ 10-291 1H-tetrazole-1-yl CH₂SOCH₂CH₃ 10-292 1H-tetrazole-1-yl

10-293 1H-tetrazole-1-yl CH₂SOCH₂CF₃ 10-294 1H-tetrazole-1-yl CH₂SO₂CH₃ 10-295 1H-tetrazole-1-yl CH₂SO₂CH₂CH₃ 10-296 1H-tetrazole-1-yl

10-297 1H-tetrazole-1-yl CH₂SO₂CH₂CF₃ 10-298 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₃ 10-299 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₂CH₃ 10-300 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₂CF₃ 10-301 1H-tetrazole-1-yl CH₂O(CH₂)₂SCH₃ 10-302 1H-tetrazole-1-yl CH₂O(CH₂)₂SCH₂CF₃ 10-303 1H-tetrazole-1-yl CH₂O(CH₂)₂SOCH₃ 10-304 1H-tetrazole-1-yl CH₂O(CH₂)₂SOCH₂CF₃ 10-305 1H-tetrazole-1-yl CH₂O(CH₂)₂SO₂CH₃ 10-306 1H-tetrazole-1-yl CH₂O(CH₂)₂SO₂CH₂CF₃ 10-307 1H-tetrazole-1-yl

10-308 1H-tetrazole-1-yl

10-309 1H-tetrazole-1-yl CH₂O(CH₂)₂NHSO₂CH₃ 10-310 1H-tetrazole-1-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 10-311 1H-tetrazole-2-yl CH₃ 10-312 1H-tetrazole-2-yl CF₃ 10-313 1H-tetrazole-2-yl CH₂OCH₃ 10-314 1H-tetrazole-2-yl CH₂OCH₂CH₃ 10-315 1H-tetrazole-2-yl

10-316 1H-tetrazole-2-yl CH₂OCH₂CF₃ 10-317 1H-tetrazole-2-yl CH₂SCH₃ 10-318 1H-tetrazole-2-yl CH₂SCH₂CH₃ 10-319 1H-tetrazole-2-yl

10-320 1H-tetrazole-2-yl CH₂SCH₂CF₃

TABLE 122 physical property com- (melting pound point- number R

R

ND) 10-321 1H-tetrazol-2-yl CH₂SOCH₃ 10-322 1H-tetrazol-2-yl CH₂SOCH₂CH₃ 10-323 1H-tetrazol-2-yl

10-324 1H-tetrazol-2-yl CH₂SOCH₂CF₃ 10-325 1H-tetrazol-2-yl CH₂SO₂CH₃ 10-326 1H-tetrazol-2-yl CH₂SO₂CH₂CH₃ 10-327 1H-tetrazol-2-yl

10-328 1H-tetrazol-2-yl CH₂SO₂CH₂CF₃ 10-329 1H-tetrazol-2-yl CH₂O(CH

)

OCH₃ 10-330 1H-tetrazol-2-yl CH₂O(CH

)

OCH₂CH₃ 10-331 1H-tetrazol-2-yl CH₂O(CH

)

OCH₂CF₃ 10-332 1H-tetrazol-2-yl CH₂O(CH

)

SCH₃ 10-333 1H-tetrazol-2-yl CH₂O(CH

)

SCH₂CF₃ 10-334 1H-tetrazol-2-yl CH₂O(CH

)

OCH₃ 10-335 1H-tetrazol-2-yl CH₂O(CH

)

SOCH₂CF₃ 10-336 1H-tetrazol-2-yl CH₂O(CH

)

SO₂CH₃ 10-337 1H-tetrazol-2-yl CH₂O(CH

)

SO₂CH₂CF₃ 10-338 1H-tetrazol-2-yl

10-339 1H-tetrazol-2-yl

10-340 1H-tetrazol-2-yl CH₂O(CH

)

NHSO₂CH₃ 10-341 1H-tetrazol-2-yl CH₂O(CH

)

N(CH

)(SO₂CH₃)

indicates data missing or illegible when filed

TABLE 123

physical property com- (melting pound point- number R

R

ND) 11-1 Cl CH₃ 11-2 Cl CF₃ 11-3 Cl CH₂OCH₃ 11-4 Cl CH₂OCH₂CH₃ 11-5 Cl

11-6 Cl CH₂OCH₂CF₃ 11-7 Cl CH₂SCH₃ 11-8 Cl CH₂SCH₂CH₃ 11-9 Cl

11-10 Cl CH₂SCH₂CF₃ 11-11 Cl CH₂SOCH₃ 11-12 Cl CH₂SOCH₂CH₃ 11-13 Cl

11-14 Cl CH₂SOCH₂CF₃ 11-15 Cl CH₂SO₂CH₃ 11-16 Cl CH₂SO₂CH₂CH₃ 11-17 Cl

11-18 Cl CH₂SO₂CH₂CF₃ 11-19 Cl CH₂O(CH

)

OCH₃ 11-20 Cl CH₂O(CH

)

OCH₂CH₃ 11-21 Cl CH₂O(CH

)

OCH₂CF₃ 11-22 Cl CH₂O(CH

)

SCH₃ 11-23 Cl CH₂O(CH

)

SCH₂CF₃ 11-24 Cl CH₂O(CH

)

SOCH₃ 11-25 Cl CH₂O(CH

)

SOCH₂CF₃ 11-26 Cl CH₂O(CH

)

SO₂CH₃ 11-27 Cl CH₂O(CH

)

SO₂CH₂CF₃ 11-28 Cl

11-29 Cl

11-30 Cl CH₂O(CH

)

NHSO₂CH₃ 11-31 Cl CH₂O(CH

)

N(CH

)

SO₂CH₃) 11-32 SCH

CH₃ 11-33 SCH

CF₃ 11-34 SCH

CH₂OCH₃ 11-35 SCH

CH₂OCH₂CH₃ 11-36 SCH

11-37 SCH

CH₂OCH₂CF₃ 11-38 SCH

CH₂SCH₃ 11-39 SCH

CH₂SCH₂CH₃ 11-40 SCH

indicates data missing or illegible when filed

TABLE 124 physical com- property pound (melting number R4 R1 point-ND) 11-41 SCH₃ CH₂SCH₂CF 

11-42 SCH₃ CH₂SOCH 

11-43 SCH₃ CH₂SOCH 

 CH 

11-44 SCH₃

11-45 SCH₃ CH₂SOCH 

 CF₃ 11-46 SCH₃ CH₂SO 

 CH₃ 11-47 SCH₃ CH₂SO₂CH₂CH₃ 11-48 SCH₃

11-49 SCH₃ CH₂SO₂CH₂CF 

11-50 SCH₃ CH₂O(CH₂)₂OCH 

11-51 SCH₃ CH 

 O(CH₂)₂OCH₂CH₃ 11-52 SCH₃ CH 

 O(CH₂)₂OCH₂CF 

11-53 SCH₃ CH 

 O(CH₂)₂SCH 

11-54 SCH₃ CH 

 O(CH₂)₂SCH₂CF₃ 11-55 SCH₃ CH₂O(CH₂)₂SOCH 

11-56 SCH₃ CH 

 O(CH₂)₂SOCH₂CF 

11-57 SCH₃ CH₂O(CH₂)₂SO₂CH₃ 11-58 SCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 11-59 SCH₃

11-60 SCH₃

11-61 SCH₃ CH₂O(CH₂) 

 NHSO₂CH 

11-62 SCH₃ CH 

 O(CH₂)₂N(CH₃)(SO₂CH 

 ) 11-63 SCH₂CH₃ CH 

11-64 SCH₂CH₃ CF₃ 11-65 SCH₂CH₃ CH₂OCH 

11-66 SCH₂CH₃ CH₂OCH₂CH 

11-67 SCH₂CH₃

11-68 SCH₂CH₃ CH₂OCH₂CF₃ 11-69 SCH₂CH₃ CH 

 SCH 

11-70 SCH₂CH₃ CH₂SCH 

 CH 

11-71 SCH₂CH₃

11-72 SCH₂CH₃ CH₂SCH₂C 

11-73 SCH₂CH₃ CH₂SOCH 

11-74 SCH₂CH₃ CH₂SOCH 

 CH₃ 11-75 SCH₂CH₃

11-76 SCH₂CH₃ CH₂SOCH 

 CF 

11-77 SCH₂CH₃ CH₂SO₂CH 

11-78 SCH₂CH₃ CH₂SO 

 CH 

 CH₃ 11-79 SCH₂CH₃

11-80 SCH₂CH₃ CH₂SO 

 CH 

 CF 

indicates data missing or illegible when filed

TABLE 125 physical property (melting compound point

number R

R

ND)

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

SCH

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

S(CH

)

CH

indicates data missing or illegible when filed

TABLE 126 physical property compound (melting number R4 R1 point-ND)

indicates data missing or illegible when filed

TABLE 127 physical property (melting compound point- number R

R

ND) 11-161 SCH₂C

H

CH₂OCH₂CF₃ 11-162 SCH₂C

H

CH₂SCH₃ 11-163 SCH₂C

H

CH₂SCH₂CH₃ 11-164 SCH₂C

H

11-165 SCH₂C

H

CH₂SCH₂CF₃ 11-166 SCH₂C

H

CH₂SOCH₃ 11-167 SCH₂C

H

CH₂SOCH₂CH₃ 11-168 SCH₂C

H

11-169 SCH₂C

H

CH₂SOCH₂CF₃ 11-170 SCH₂C

H

CH₂SO₂CH₃ 11-171 SCH₂C

H

CH₂SO₂CH

CH₃ 11-172 SCH₂C

H

11-173 SCH₂C

H

CH₂SO₂CH₂CF₃ 11-174 SCH₂C

H

CH₂O(CH

)

OCH₃ 11-175 SCH₂C

H

CH₂O(CH

)

OCH₂CH₃ 11-176 SCH₂C

H

CH₂O(CH

)

OCH₂CF₃ 11-177 SCH₂C

H

CH₂O(CH

)

SCH₃ 11-178 SCH₂C

H

CH₂O(CH

)

SCH₂CF₃ 11-179 SCH₂C

H

CH₂O(CH

)

SOCH₃ 11-180 SCH₂C

H

CH₂O(CH

)

SOCH₂CF₃ 11-181 SCH₂C

H

CH₂O(CH

)

SO₂CH₃ 11-182 SCH₂C

H

CH₂O(CH

)

SO₂CH₂CF₃ 11-183 SCH₂C

H

11- 184 SCH₂C

H

11-185 SCH₂C

H

CH₂O(CH

)

NHSO₂CH₃ 11-186 SCH₂C

H

CH₂O(CH

)

SO₂CH₃) 11-187 1H-pyrazole-1-yl CH₃ 11-188 1H-pyrazole-1-yl CF₃ 11-189 1H-pyrazole-1-yl CH₂OCH₃ 11-190 1H-pyrazole-1-yl CH₂OCH₂CH₃ 11-191 1H-pyrazole-1-yl

11-192 1H-pyrazole-1-yl CH₂OCH₂CF₃ 11-193 1H-pyrazole-1-yl CH₂SCH₃ 11-194 1H-pyrazole-1-yl CH₂SCH₂CH₃ 11-195 1H-pyrazole-1-yl

11-196 1H-pyrazole-1-yl CH₂SCH₂CF₃ 11-197 1H-pyrazole-1-yl CH₂SOCH₃ 11-198 1H-pyrazole-1-yl CH₂SOCH₂CH₃ 11-199 1H-pyrazole-1-yl

11-200 1H-pyrazole-1-yl CH₂SOCH₂CF₃

indicates data missing or illegible when filed

TABLE 128 physical property com- (melting pound point- number R

R

ND) 11-201 1H-pyrazole-1-yl CH₂SO₂CH₃ 11-202 1H-pyrazole-1-yl CH₂SO₂CH₂CH₃ 11-203 1H-pyrazole-1-yl

11-204 1H-pyrazole-1-yl CH₂SO₂CH₂CF₃ 11-205 1H-pyrazole-1-yl CH₂O(CH

)

OCH₃ 11-206 1H-pyrazole-1-yl CH₂O(CH

)

OCH₂CH₃ 11-207 1H-pyrazole-1-yl CH₂O(CH

)

OCH₂CF₃ 11-208 1H-pyrazole-1-yl CH₂O(CH

)

SCH₃ 11-209 1H-pyrazole-1-yl CH₂O(CH

)

SCH₂CF₃ 11-210 1H-pyrazole-1-yl CH₂O(CH

)

SOCH

11-211 1H-pyrazole-1-yl CH₂O(CH

)

SOCH₂CF₃ 11-212 1H-pyrazole-1-yl CH₂O(CH

)

SO₂CH₃ 11-213 1H-pyrazole-1-yl CH₂O(CH

)

SO₂CH

CF₃ 11-214 1H-pyrazole-1-yl

11-215 1H-pyrazole-1-yl

11-216 1H-pyrazole-1-yl CH₂O(CH

)

NHSO₂CH₃ 11-217 1H-pyrazole-1-yl CH₂O(CH

)

N(CH

SO₂CH₃) 11-218 1H-imidazole-1-yl CH₃ 11-219 1H-imidazole-1-yl CF₃ 11-220 1H-imidazole-1-yl CH

OCH₃ 11-221 1H-imidazole-1-yl CH

OCH₂CH₃ 11-222 1H-imidazole-1-yl

11-223 1H-imidazole-1-yl CH

OCH₂CF₃ 11-224 1H-imidazole-1-yl CH₂SCH₃ 11-225 1H-imidazole-1-yl CH₂SCH₂CH₃ 11-226 1H-imidazole-1-yl

11-227 1H-imidazole-1-yl CH₂SCH₂CF₃ 11-228 1H-imidazole-1-yl CH₂SOCH₃ 11-229 1H-imidazole-1-yl CH₂SOCH₂CH₃ 11-230 1H-imidazole-1-yl

11-231 1H-imidazole-1-yl CH₂SOCH₂CF₃ 11-232 1H-imidazole-1-yl CH₂SO₂CH₃ 11-233 1H-imidazole-1-yl CH₂SO₂CH₂CH₃ 11-234 1H-imidazole-1-yl

11-235 1H-imidazole-1-yl CH₂SO₂CH₂CF₃ 11-236 1H-imidazole-1-yl CH₂O(CH

)

OCH₃ 11-237 1H-imidazole-1-yl CH₂O(CH

)

OCH₂CH₃ 11-238 1H-imidazole-1-yl CH₂O(CH

)

OCH₂CF₃ 11-239 1H-imidazole-1-yl CH₂O(CH

)

SCH₃ 11-240 1H-imidazole-1-yl CH₂O(CH

)

SCH₂CF₃

indicates data missing or illegible when filed

TABLE 129 physical property (melting compound point

number R

R

ND)

indicates data missing or illegible when filed

TABLE 130 physical property (melting compound point- number R4 R1 ND) 11-281 1H-tetrazole-1-yl CF₃ 11-282 1H-tetrazole-1-yl CH₂OCH₃ 11-283 1H-tetrazole-1-yl CH₂OCH₂CH₃ 11-284 1H-tetrazole-1-yl

11-285 1H-tetrazole-1-yl CH₂OCH₂CF₃ 11-286 1H-tetrazole-1-yl CH₂SCH₃ 11-287 1H-tetrazole-1-yl CH₂SCH₂CH₃ 11-288 1H-tetrazole-1-yl

11-289 1H-tetrazole-1-yl CH₂SCH₂CF₃ 11-290 1H-tetrazole-1-yl CH₂SOCH₃ 11-291 1H-tetrazole-1-yl CH₂SOCH₂CH₃ 11-292 1H-tetrazole-1-yl

11-293 1H-tetrazole-1-yl CH₂SOCH₂CF₃ 11-294 1H-tetrazole-1-yl CH₂SO₂CH₃ 11-295 1H-tetrazole-1-yl CH₂SO₂CH₂CH₃ 11-296 1H-tetrazole-1-yl

11-297 1H-tetrazole-1-yl CH₂SO₂CH₂CF₃ 11-298 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₃ 11-299 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₂CH₃ 11-300 1H-tetrazole-1-yl CH₂O(CH₂)₂OCH₂CF₃ 11-301 1H-tetrazole-1-yl CH₂O(CH₂)₂SCH₃ 11-302 1H-tetrazole-1-yl CH₂O(CH₂)₂SCH₂CF₃ 11-303 1H-tetrazole-1-yl CH₂O(CH₂)₂SOCH₃ 11-304 1H-tetrazole-1-yl CH₂O(CH₂)₂SOCH₂CF₃ 11-305 1H-tetrazole-1-yl CH₂O(CH₂)₂SO₂CH₃ 11-306 1H-tetrazole-1-yl CH₂O(CH₂)₂SO₂CH₂CF₃ 11-307 1H-tetrazole-1-yl

11-308 1H-tetrazole-1-yl

11-309 1H-tetrazole-1-yl CH₂O(CH₂)₂NHSO₂CH₃ 11-310 1H-tetrazole-1-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 11-311 1H-

-1-yl CH₃ 11-312 1H-

-1-yl CF₃ 11-313 1H-

-1-yl CH₂OCH₃ 11-314 1H-

-1-yl CH₂OCH₂CH₃ 11-315 1H-

-1-yl

11-316 1H-

-1-yl CH₂OCH₂CF₃ 11-317 1H-

-1-yl CH₂SCH₃ 11-318 1H-

-1-yl CH₂SCH₂CH₃ 11-319 1H-

-1-yl

11-320 1H-

-1-yl CH₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 146 physical property com- (melting pound point- number R4 R1 ND) 13-201 1H-pyrazole-1-yl CH₂SO₂CH₃ 13-202 1H-pyrazole-1-yl CH₂SO₂CH₂CH₃ 13-203 1H-pyrazole-1-yl

13-204 1H-pyrazole-1-yl CH₂SO₂CH₂CF₃ 13-205 1H-pyrazole-1-yl CH₂O(CH₂)₂OCH₃ 13-206 1H-pyrazole-1-yl CH₂O(CH₂)₂OCH₂CH₃ 13-207 1H-pyrazole-1-yl CH₂O(CH₂)₂OCH₂CF₃ 13-208 1H-pyrazole-1-yl CH₂O(CH₂)₂SCH₂ 13-209 1H-pyrazole-1-yl CH₂O(CH₂)₂SCH₂CF₃ 13-210 1H-pyrazole-1-yl CH₂O(CH₂)₂SOCH₂ 13-211 1H-pyrazole-1-yl CH₂O(CH₂)₂SOCH₂CF₃ 13-212 1H-pyrazole-1-yl CH₂O(CH₂)₂SO₂CH₃ 13-213 1H-pyrazole-1-yl CH₂O(CH₂)₂SO₂CH₂CF₃ 13-214 1H-pyrazole-1-yl

13-215 1H-pyrazole-1-yl

13-216 1H-pyrazole-1-yl CH₂O(CH₂)₂NHSO₂CH₃ 13-217 1H-pyrazole-1-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 13-218 1H-imidazole-1-yl CH₃ 13-219 1H-imidazole-1-yl CF₃ 13-220 1H-imidazole-1-yl CH₂OCH₃ 13-221 1H-imidazole-1-yl CH₂OCH₂CH₃ 13-222 1H-imidazole-1-yl

13-223 1H-imidazole-1-yl CH₂OCH₂CF₃ 13-224 1H-imidazole-1-yl CH₂SCH₃ 13-225 1H-imidazole-1-yl CH₂SCH₂CH₃ 13-226 1H-imidazole-1-yl

13-227 1H-imidazole-1-yl CH₂SCH₂CF₃ 13-228 1H-imidazole-1-yl CH₂SOCH₃ 13-229 1H-imidazole-1-yl CH₂SOCH₂CH₃ 13-230 1H-imidazole-1-yl

13-231 1H-imidazole-1-yl CH₂SOCH₂CF₃ 13-232 1H-imidazole-1-yl CH₂SO₂CH₃ 13-233 1H-imidazole-1-yl CH₂SO₂CH₂CH₃ 13-234 1H-imidazole-1-yl

13-235 1H-imidazole-1-yl CH₂SO₂CH₂CF₃ 13-236 1H-imidazole-1-yl CH₂O(CH₂)₂OCH₃ 13-237 1H-imidazole-1-yl CH₂O(CH₂)₂OCH₂CH₃ 13-238 1H-imidazole-1-yl CH₂O(CH₂)₂OCH₂CF₃ 13-239 1H-imidazole-1-yl CH₂O(CH₂)₂SCH₃ 13-240 1H-imidazole-1-yl CH₂O(CH₂)₂SCH₂CF₃

TABLE 147 physical com- property pound (melting num- point- ber R

R

ND) 13-241 1H-imidazole-1-yl CH

O(CH

)

SOCH₃ 13-242 1H-imidazole-1-yl CH

O(CH

)

SOCH₂CF₃ 13-243 1H-imidazole-1-yl CH

O(CH

)

SO₂CH₃ 13-244 1H-imidazole-1-yl CH

O(CH

)

SO₂CH₂CF₃ 13-245 1H-imidazole-1-yl

13-246 1H-imidazole-1-yl

13-247 1H-imidazole-1-yl CH

O(CH

)

NHSO₂CH₃ 13-248 1H-imidazole-1-yl CH

O(CH

)

NH(

SO₂CH₃) 13-249 1H-triazole-1-yl CH₃ 13-250 1H-triazole-1-yl CF₃ 13-251 1H-triazole-1-yl CH₂OCH 13-252 1H-triazole-1-yl CH

OCH₂CH₃ 13-253 1H-triazole-1-yl

13-254 1H-triazole-1-yl CH

OCH₂CF₃ 13-255 1H-triazole-1-yl CH₂SCH₃ 13-256 1H-triazole-1-yl CH

SCH₂CH₃ 13-257 1H-triazole-1-yl

13-258 1H-triazole-1-yl CH

SCH₂CF₃ 13-259 1H-triaole-1-yl CH

SOCH₃ 13-260 1H-triazole-1-yl CH

SOCH₂CH₃ 13-261 1H-triazole-1-yl

13-262 1H-triazole-1-yl CH

SOCH₂CF₃ 13-263 1H-triazole-1-yl CH

SO₂CH₃ 13-264 1H-triazole-1-yl CH

SO

CH₂CH₃ 13-265 1H-triazole-1-yl

13-266 1H-triazole-1-yl CH

SO₂CH₂CF₃ 13-267 1H-triazole-1-yl CH

O(CH

)

OCH₃ 13-268 1H-triazole-1-yl CH

O(CH

)

OCH₂CH₃ 13-269 1H-triazole-1-yl CH

O(CH

)

OCH₂CF₃ 13-270 1H-triazole-1-yl CH

O(CH

)

SCH₃ 13-271 1H-triazole-1-yl CH

O(CH

)

SCH₂CF₃ 13-272 1H-triazole-1-yl CH

O(CH

)

SOCH₃ 13-273 1H-triazole-1-yl CH

O(CH

)

SOCH₂CF₃ 13-274 1H-triazole-1-yl CH

O(CH

)

SO₂CH₃ 13-275 1H-triazole-1-yl CH

O(CH

)

SO₂CH₂CF₃ 13-276 1H-triazole-1-yl

13-277 1H-triazole-1-yl

13-278 1H-triazole-1-yl CH

O(CH

)

NHSO₂CH₃ 13-279 1H-triazole-1-yl CH

O(CH

)N(CH

)(SO₂CH₃) 13-280 1H-tetrazole-1-yl CH₃

indicates data missing or illegible when filed

TABLE 148 physical property (melting compound point- number R

R

ND) 13-281 1H-tetrazole-1-yl CF₃ 13-282 1H-tetrazole-1-yl CH₂OCH₃ 13-283 1H-tetrazole-1-yl CH₂OCH₂CH₃ 13-284 1H-tetrazole-1-yl

13-285 1H-tetrazole-1-yl CH₂OCH₂CF₃ 13-286 1H-tetrazole-1-yl CH

SCH₃ 13-287 1H-tetrazole-1-yl CH₂SCH₂CH₃ 13-288 1H-tetrazole-1-yl

13-289 1H-tetrazole-1-yl CH

SCH₂CF₃ 13-290 1H-tetrazole-1-yl CH

SOCH₃ 13-291 1H-tetrazole-1-yl CH

SOCH₂CH₃ 13-292 1H-tetrazole-1-yl

13-293 1H-tetrazole-1-yl CH

SOCH₂CF₃ 13-294 1H-tetrazole-1-yl CH

SO₂CH₃ 13-295 1H-tetrazole-1-yl CH

SO₂CH

CH₃ 13-296 1H-tetrazole-1-yl

13-297 1H-tetrazole-1-yl CH

SO₂CH₂CF₃ 13-298 1H-tetrazole-1-yl CH

O(CH

)

OCH₃ 13-299 1H-tetrazole-1-yl CH

O(CH

)

OCH₂CH₃ 13-300 1H-tetrazole-1-yl CH

O(CH

)

OCH₂CF₃ 13-301 1H-tetrazole-1-yl CH

O(CH

)

SCH₃ 13-302 1H-tetrazole-1-yl CH

O(CH

)

SCH

CF₃ 13-303 1H-tetrazole-1-yl CH

O(CH

)

SOCH₃ 13-304 1H-tetrazole-1-yl CH

O(CH

)

SOCH₂CF₃ 13-305 1H-tetrazole-1-yl CH

O(CH

)

SO₂CH₃ 13-306 1H-tetrazole-1-yl CH

O(CH

)

SO₂CH

CF₃ 13-307 1H-tetrazole-1-yl

13-308 1H-tetrazole-1-yl

13-309 1H-tetrazole-1-yl CH

O(CH

)

NHSO₂CH₃ 13-310 1H-tetrazole-1-yl CH

O(CH

)

N(CH

SO₂CH₃) 13-311 1H-tetrazole-2-yl CH₃ 13-312 1H-tetrazole-2-yl CF₃ 13-313 1H-tetrazole-2-yl CH₂OCH₃ 13-314 1H-tetrazole-2-yl CH

OCH₂CH₃ 13-315 1H-tetrazole-2-yl

13-316 1H-tetrazole-2-yl CH

OCH₂CF₃ 13-317 1H-tetrazole-2-yl CH

SCH₃ 13-318 1H-tetrazole-2-yl CH

SCH₂CH₃ 13-319 1H-tetrazole-2-yl

13-320 1H-tetrazole-2-yl CH

SCH₂CF₃

indicates data missing or illegible when filed

TABLE 149 physical property compound

number

indicates data missing or illegible when filed

TABLE 150

physical property Compound (melting number R13 R1 point-ND) 14-1  CH₃ CH₃ 14-2  CH₃ CF₃ 14-3  CH₃ CH₂OCH₃ 14-4  CH₃ CH₂OCH₂CH₃ 14-5  CH₃

14-6  CH₃ CH₂OCH₂CF₃ 14-7  CH₃ CH₂SCH₃ 14-8  CH₃ CH₂SCH₂CH₃ 14-9  CH₃

14-10 CH₃ CH₂SCH₂CF₃ 14-11 CH₃ CH₂SOCH₃ 14-12 CH₃ CH₂SOCH₂CH₃ 14-13 CH₃

14-14 CH₃ CH₂SOCH₂CF₃ 14-15 CH₃ CH₂SO₂CH₃ 14-16 CH₃ CH₂SO₂CH₂CH₃ 14-17 CH₃

14-18 CH₃ CH₂SO₂CH₂CF₃ 14-19 CH₃ CH₂O(CH₂)₂OCH₃ 14-20 CH₃ CH₂O(CH₂)₂OCH₂CH₃ 14-21 CH₃ CH₂O(CH₂)₂OCH₂CF₃ 14-22 CH₃ CH₂O(CH₂)₂SCH₃ 14-23 CH₃ CH₂O(CH₂)₂SCH₂CF₃ 14-24 CH₃ CH₂O(CH₂)₂SOCH₃ 14-25 CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 14-26 CH₃ CH₂O(CH₂)₂SO₂CH₃ 14-27 CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 14-28 CH₃

14-29 CH₃

14-30 CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 14-31 CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 14-32 CH₂CH₃ CH₃ 14-33 CH₂CH₃ CF₃ 14-34 CH₂CH₃ CH₂OCH₃ 14-35 CH₂CH₃ CH₂OCH₂CH₃ 14-36 CH₂CH₃

14-37 CH₂CH₃ CH₂OCH₂CF₃ 14-38 CH₂CH₃ CH₂SCH₃ 14-39 CH₂CH₃ CH₂SCH₂CH₃ 14-40 CH₂CH₃

TABLE 151 physical property compound (melting number R13 R1 point-ND) 14-41

14-42

14-43

14-44

14-45

14-46

14-47

14-48

14-49

14-50

14-51

14-52

14-53

14-54

14-55

14-56

14-57

14-58

14-59

14-60

14-61

14-62

14-63

14-64

14-65

14-66

14-67

14-68

14-69

14-70

14-71

14-72

14-73

14-74

14-75

14-76

14-77

14-78

14-79

14-80

indicates data missing or illegible when filed

TABLE 152 physical property compound (melting number R13 R1 point-ND) 14-81 (CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 14-82 (CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 14-83 (CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 14-84 (CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 14-85 (CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 14-86 (CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 14-87 (CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 14-88 (CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 14-89 (CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 14-90 (CH₂)₂CH₃

14-91 (CH₂)₂CH₃

14-92 (CH₂)₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 14-93 (CH₂)₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 14-94 CH₂CH═CH₂ CH₃ 14-95 CH₂CH═CH₂ CF₃ 14-96 CH₂CH═CH₂ CH₂OCH₃ 14-97 CH₂CH═CH₂ CH₂OCH₂CH₃ 14-98 CH₂CH═CH₂

14-99 CH₂CH═CH₂ CH₂OCH₂CF₃ 14-100 CH₂CH═CH₂ CH₂SCH₃ 14-101 CH₂CH═CH₂ CH₂SCH₂CH₃ 14-102 CH₂CH═CH₂

14-103 CH₂CH═CH₂ CH₂SCH₂CF₃ 14-104 CH₂CH═CH₂ CH₂SOCH₃ 14-105 CH₂CH═CH₂ CH₂SOCH₂CH₃ 14-106 CH₂CH═CH₂

14-107 CH₂CH═CH₂ CH₂SOCH₂CF₃ 14-108 CH₂CH═CH₂ CH₂SO₂CH₃ 14-109 CH₂CH═CH₂ CH₂SO₂CH₂CH₃ 14-110 CH₂CH═CH₂

14-111 CH₂CH═CH₂ CH₂SO₂CH₂CF₃ 14-112 CH₂CH═CH₂ CH₂O(CH₂)₂OCH₃ 14-113 CH₂CH═CH₂ CH₂O(CH₂)₂OCH₂CH₃ 14-114 CH₂CH═CH₂ CH₂O(CH₂)₂OCH₂CF₃ 14-115 CH₂CH═CH₂ CH₂O(CH₂)₂SCH₃ 14-116 CH₂CH═CH₂ CH₂O(CH₂)₂SCH₂CF₃ 14-117 CH₂CH═CH₂ CH₂O(CH₂)₂SOCH₃ 14-118 CH₂CH═CH₂ CH₂O(CH₂)₂SOCH₂CF₃ 14-119 CH₂CH═CH₂ CH₂O(CH₂)₂SO₂CH₃ 14-120 CH₂CH═CH₂ CH₂O(CH₂)₂SO₂CH₂CF₃

TABLE 153 physical property compound (melting number R13 R1 point-ND) 14-121 CH₂CH═CH₂

14-122 CH₂CH═CH₂

14-123 CH₂CH═CH₂ CH

O(CH

)

NHSO

CH

14-124 CH₂CH═CH₂ CH

O(CH

)

N(CH

)(SO

CH

) 14-125 CH₂CH═CH₂ CH₃ 14-126 CH₂CH═CH₂ CF₃ 14-127 CH₂CH═CH₂ CH

OCH

14-128 CH₂CH═CH₂ CH

OCH

CH

14-129 CH₂CH═CH₂

14-130 CH₂CH═CH₂ CH

OCH

CF

14-131 CH₂CH═CH₂ CH

SCH

14-132 CH₂CH═CH₂ CH

SCH

CH

14-133 CH₂CH═CH₂

14-134 CH₂CH═CH₂ CH

SCH

CF

14-135 CH₂CH═CH₂ CH

SOCH

14-136 CH₂CH═CH₂ CH

SOCH

CH

14-137 CH₂CH═CH₂

14-138 CH₂CH═CH₂ CH

SOCH

CF

14-139 CH₂CH═CH₂ CH

SO

CH

14-140 CH₂CH═CH₂ CH

SO

CH

CH

14-141 CH₂CH═CH₂

14-142 CH₂CH═CH₂ CH

SO

CH

CF

14-143 CH₂CH═CH₂ CH

O(CH

)

OCH

14-144 CH₂CH═CH₂ CH

O(CH

)

OCH

CH

14-145 CH₂CH═CH₂ CH

O(CH

)

OCH

CF

14-146 CH₂CH═CH₂ CH

O(CH

)

SCH

14-147 CH₂CH═CH₂ CH

O(CH

)

SCH

CF

14-148 CH₂CH═CH₂ CH

O(CH

)

SOCH

14-149 CH₂CH═CH₂ CH

O(CH

)

SOCH

CF

14-150 CH₂CH═CH₂ CH

O(CH

)

SO

CH

14-151 CH₂CH═CH₂ CH

O(CH

)

SO

CH

CF

14-152 CH₂CH═CH₂

14-153 CH₂CH═CH₂

14-154 CH₂CH═CH₂ CH

O(CH

)

NHSO

CH

14-155 CH₂CH═CH₂ CH

O(CH

)

N(CH

)(SO

CH

) 14-156 CH

C

H

CH₃ 14-157 CH

C

H

CF₃ 14-158 CH

C

H

CH

OCH

14-159 CH

C

H

CH

OCH

CH

14-160 CH

C

H

indicates data missing or illegible when filed

TABLE 154 physical property compound (melting number R13 R1 point-ND) 14-161 CH₂C₆H₅ CH₂OCH₂CF₃ 14-162 CH₂C₆H₅ CH₂SCH₃ 14-163 CH₂C₆H₅ CH₂SCH₂CH₃ 14-164 CH₂C₆H₅

14-165 CH₂C₆H₅ CH₂SCH₂CF₃ 14-166 CH₂C₆H₅ CH₂SOCH₃ 14-167 CH₂C₆H₅ CH₂SOCH₂CH₃ 14-168 CH₂C₆H₅

14-169 CH₂C₆H₅ CH₂SOCH₂CF₃ 14-170 CH₂C₆H₅ CH₂SO₂CH₃ 14-171 CH₂C₆H₅ CH₂SO₂CH₂CH₃ 14-172 CH₂C₆H₅

14-173 CH₂C₆H₅ CH₂SO₂CH₂CF₃ 14-174 CH₂C₆H₅ CH₂O(CH₂)₂OCH₃ 14-175 CH₂C₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 14-176 CH₂C₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 14-177 CH₂C₆H₅ CH₂O(CH₂)₂SCH₃ 14-178 CH₂C₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 14-179 CH₂C₆H₅ CH₂O(CH₂)₂SOCH₃ 14-180 CH₂C₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 14-181 CH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₃ 14-182 CH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 14-183 CH₂C₆H₅

14-184 CH₂C₆H₅

14-185 CH₂C₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 14-186 CH₂C₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 14-187 SO₂CH₃ CH₃ 14-188 SO₂CH₃ CF₃ 14-189 SO₂CH₃ CH₂OCH₃ 14-190 SO₂CH₃ CH₂OCH₂CH₃ 14-191 SO₂CH₃

14-192 SO₂CH₃ CH₂OCH₂CF₃ 14-193 SO₂CH₃ CH₂SCH₃ 14-194 SO₂CH₃ CH₂SCH₂CH₃ 14-195 SO₂CH₃

14-196 SO₂CH₃ CH₂SCH₂CF₃ 14-197 SO₂CH₃ CH₂SOCH₃ 14-198 SO₂CH₃ CH₂SOCH₂CH₃ 14-199 SO₂CH₃

14-200 SO₂CH₃ CH₂SOCH₂CF₃

TABLE 155 physical property compound (melting number R12 R1 point-ND)

indicates data missing or illegible when filed

TABLE 156 physical property compound (melting number R13 R1 point-ND) 14-241 SO₂CH₂CH₃ CH₂O(CH₂)₂SOCH₃ 14-242 SO₂CH₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 14-243 SO₂CH₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 14-244 SO₂CH₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 14-245 SO₂CH₂CH₃

14-246 SO₂CH₂CH₃

14-247 SO₂CH₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 14-248 SO₂CH₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 14-249 SO₂(CH₂)₂CH₃ CH₃ 14-250 SO₂(CH₂)₂CH₃ CF₃ 14-251 SO₂(CH₂)₂CH₃ CH₂OCH₃ 14-252 SO₂(CH₂)₂CH₃ CH₂OCH₂CH₃ 14-253 SO₂(CH₂)₂CH₃

14-254 SO₂(CH₂)₂CH₃ CH₂OCH₂CF₃ 14-255 SO₂(CH₂)₂CH₃ CH₂SCH₃ 14-256 SO₂(CH₂)₂CH₃ CH₂SCH₂CH₃ 14-257 SO₂(CH₂)₂CH₃

14-258 SO₂(CH₂)₂CH₃ CH₂SCH₂CF₃ 14-259 SO₂(CH₂)₂CH₃ CH₂SOCH₃ 14-260 SO₂(CH₂)₂CH₃ CH₂SOCH₂CH₃ 14-261 SO₂(CH₂)₂CH₃

14-262 SO₂(CH₂)₂CH₃ CH₂SOCH₂CF₃ 14-263 SO₂(CH₂)₂CH₃ CH₂SO₂CH₃ 14-264 SO₂(CH₂)₂CH₃ CH₂SO₂CH₂CH₃ 14-265 SO₂(CH₂)₂CH₃

14-266 SO₂(CH₂)₂CH₃ CH₂SO₂CH₂CF₃ 14-267 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 14-268 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 14-269 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 14-270 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 14-271 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 14-272 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 14-273 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 14-274 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 14-275 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 14-276 SO₂(CH₂)₂CH₃

14-277 SO₂(CH₂)₂CH₃

14-278 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 14-279 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 14-280 SO₂C₆H₅ CH₃

TABLE 157 physical property (melting compound point- number R13 R1 ND) 14-281 SO₂C₆H₅ CF₃ 14-282 SO₂C₆H₅ CH₂OCH₃ 14-283 SO₂C₆H₅ CH₂OCH₂CH₃ 14-284 SO₂C₆H₅

14-285 SO₂C₆H₅ CH₂OCH₂CF₃ 14-286 SO₂C₆H₅ CH₂SCH₃ 14-287 SO₂C₆H₅ CH₂SCH₂CH₃ 14-288 SO₂C₆H₅

14-289 SO₂C₆H₅ CH₂SCH₂CF₃ 14-290 SO₂C₆H₅ CH₂SOCH₃ 14-291 SO₂C₆H₅ CH₂SOCH₂CH₃ 14-292 SO₂C₆H₅

14-293 SO₂C₆H₅ CH₂SOCH₂CF₃ 14-294 SO₂C₆H₅ CH₂SO₂CH₃ 14-295 SO₂C₆H₅ CH₂SO₂CH₂CH₃ 14-296 SO₂C₆H₅

14-297 SO₂C₆H₅ CH₂SO₂CH₂CF₃ 14-298 SO₂C₆H₅ CH₂O(CH₂)₂OCH₃ 14-299 SO₂C₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 14-300 SO₂C₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 14-301 SO₂C₆H₅ CH₂O(CH₂)₂SCH₃ 14-302 SO₂C₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 14-303 SO₂C₆H₅ CH₂O(CH₂)₂SOCH₃ 14-304 SO₂C₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 14-305 SO₂C₆H₅ CH₂O(CH₂)₂SO₂CH₃ 14-306 SO₂C₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 14-307 SO₂C₆H₅

14-308 SO₂C₆H₅

14-309 SO₂C₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 14-310 SO₂C₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 14-311 SO₂(4-CH₃)C₆H 

CH₃ 14-312 SO₂(4-CH₃)C₆H 

CF₃ 14-313 SO₂(4-CH₃)C₆H 

CH₂OCH₃ 14-314 SO₂(4-CH₃)C₆H 

CH₂OCH₂CH₃ 14-315 SO₂(4-CH₃)C₆H₄

14-316 SO₂(4-CH₃)C₆H 

CH₂OCH₂CF₃ 14-317 SO₂(4-CH₃)C₆H 

CH₂SCH₃ 14-318 SO₂(4-CH₃)C₆H 

CH₂SCH₂CH₃ 14-319 SO₂(4-CH₃)C₆H₄

14-320 SO₂(4-CH₃)C₆H 

CH₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 158 physical property com- (melting pound point- number R13 R1 ND) 14-321 SO₂(4-CH₃)C₆H₄ CH₂SOCH₃ 14-322 SO₂(4-CH₃)C₆H₄ CH₂SOCH₂CH₃ 14-323 SO₂(4-CH₃)C₆H₄

14-324 SO₂(4-CH₃)C₆H₄ CH₂SOCH₂CF₃ 14-325 SO₂(4-CH₃)C₆H₄ CH₂SO₂CH₃ 14-326 SO₂(4-CH₃)C₆H₄ CH₂SO₂CH₂CH₃ 14-327 SO₂(4-CH₃)C₆H₄

14-328 SO₂(4-CH₃)C₆H₄ CH₂SO₂CH₂CF₃ 14-329 SO₂(4-CH₃)C₆H₄ CH₂O(CH₂)₂OCH₃ 14-330 SO₂(4-CH₃)C₆H₄ CH₂(CH₂)₂OCH₂CH₃ 14-331 SO₂(4-CH₃)C₆H₄ CH₂(CH₂)₂OCH₂CF₃ 14-332 SO₂(4-CH₃)C₆H₄ CH₂O(CH₂)₂SCH₃ 14-333 SO₂(4-CH₃)C₆H₄ CH₂O(CH₂)₂SCH₂CF₃ 14-334 SO₂(4-CH₃)C₆H₄ CH₂O(CH₂)₂SOCH₃ 14-335 SO₂(4-CH₃)C₆H₄ CH₂O(CH₂)₂SOCH₂CF₃ 14-336 SO₂(4-CH₃)C₆H₄ CH₂O(CH₂)₂SO₂CH₃ 14-337 SO₂(4-CH₃)C₆H₄ CH₂O(CH₂)₂SO₂CH₂CF₃ 14-338 SO₂(4-CH₃)C₆H₄

14-339 SO₂(4-CH₃)C₆H₄

14-340 SO₂(4-CH₃)C₆H₄ CH₂O(CH₂)₂NHSO₂CH₃ 14-341 SO₂(4-CH₃)C₆H 

CH₂O(CH₂)₂N(CH₃)(SO 

CH₃) 14-342 COCH₃ CH₃ 14-343 COCH₃ CF₃ 14-344 COCH₃ CH₂OCH₃ 14-345 COCH₃ CH₂OCH₂CH₃ 14-346 COCH₃

14-347 COCH₃ CH₂OCH₂CF₃ 14-348 COCH₃ CH₂SCH₃ 14-349 COCH₃ CH₂SCH₂CH₃ 14-350 COCH₃

14-351 COCH₃ CH₂SCH₂CF₃ 14-352 COCH₃ CH₂SOCH₃ 14-353 COCH₃ CH₂SOCH₂CH₃ 14-354 COCH₃

14-355 COCH₃ CH₂SOCH₂CF₃ 14-356 COCH₃ CH₂SO₂CH₃ 14-357 COCH₃ CH₂SO₂CH₂CH₃ 14-358 COCH₃

14-359 COCH₃ CH₂SO₂CH₂CF₃ 14-360 COCH₃ CH₂O(CH₂)₂OCH₃

indicates data missing or illegible when filed

TABLE 159 physical property compound (melting number R 

R1 point 

)

indicates data missing or illegible when filed

TABLE 160 physical property compound (melting number R13 R1 point-ND 14-401 COC₆H₅

14-402 COC₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 14-403 COC₆H₅ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 14-404 COCH₂C₆H₅ CH₃ 14-405 COCH₂C₆H₅ CF₃ 14-405 COCH₂C₆H₅ CH₂OCH₃ 14-407 COCH₂C₆H₅ CH₂OCH₂CH₃ 14-408 COCH₂C₆H₅

14-409 COCH₂C₆H₅ CH₂OCH₂CF₃ 14-410 COCH₂C₆H₅ CH₂SCH₃ 14-411 COCH₂C₆H₅ CH₂SCH₂CH₃ 14-412 COCH₂C₆H₅

14-413 COCH₂C₆H₅ CH₂SCH₂CF₃ 14-414 COCH₂C₆H₅ CH₂SOCH₃ 14-415 COCH₂C₆H₅ CH₂SOCH₂CH₃ 14-416 COCH₂C₆H₅

14-417 COCH₂C₆H₅ CH₂SOCH₂CF₃ 14-418 COCH₂C₆H₅ CH₂SO₂CH₃ 14-419 COCH₂C₆H₅ CH₂SO₂CH₂CH₃ 14-420 COCH₂C₆H₅

14-421 COCH₂C₆H₅ CH₂SO₂CH₂CF₃ 14-422 COCH₂C₆H₅ CH₂O(CH₂)₂OCH₃ 14-423 COCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CH₃ 14-424 COCH₂C₆H₅ CH₂O(CH₂)₂OCH₂CF₃ 14-425 COCH₂C₆H₅ CH₂O(CH₂)₂SCH₃ 14-426 COCH₂C₆H₅ CH₂O(CH₂)₂SCH₂CF₃ 14-427 COCH₂C₆H₅ CH₂O(CH₂)₂SOCH₃ 14-428 COCH₂C₆H₅ CH₂O(CH₂)₂SOCH₂CF₃ 14-429 COCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₃ 14-430 COCH₂C₆H₅ CH₂O(CH₂)₂SO₂CH₂CF₃ 14-431 COCH₂C₆H₅

14-432 COCH₂C₆H₅

14-433 COCH₂C₆H₅ CH₂O(CH₂)₂NHSO₂CH₃ 14-434 COCH₂C₆H₅ CH₂O(CH2)₂N(CH₃)(SO₂CH₃)  4-435 CH₂COCH₃ CH₃  4-436 CH₂COCH₃ CF₃  4-437 CH₂COCH₃ CH₂OCH₃  4-438 CH₂COCH₃ CH₂OCH₂CH₃  4-439 CH₂COCH₃

 4-439 CH₂COCH₃ CH₂OCH₂CF₃

TABLE 131 physical property compound

number R4 R1

11-321

CH₂SOCH₃ 11-322

CH₂SOCH₂CH₃ 11-323

11-324

CH₂SOCH₂CF₃ 11-325

CH₂SO₂CH₃ 11-326

CH₂SO₂CH₂CH₃ 11-327

11-328

CH₂SO₂CH₂CF₃ 11-329

CH₂O(CH₂)₂OCH₃ 11-330

CH₂O(CH₂)₂OCH₂CH₃ 11-331

CH₂O(CH₂)₂OCH₂CF₃ 11-332

CH₂O(CH₂)₂SCH₃ 11-333

CH₂O(CH₂)₂SCH₂CF₃ 11-334

CH₂O(CH₂)₂SOCH₃ 11-335

CH₂O(CH₂)₂SOCH₂CF₃ 11-336

CH₂O(CH₂)₂SO₂CH₃ 11-337

CH₂O(CH₂)₂SO₂CH₂CF₃ 11-338

11-339

11-340

CH₂O(CH₂)₂NHSO₂CH₃ 11-341

CH₂O(CH₂)₂N(CH₃)(SO₂CH₃)

indicates data missing or illegible when filed

TABLE 132

physical property compound (melting number R4 R1 point-ND) 12-1 Cl CH₃ 12-2 Cl CF₃ 12-3 Cl CH₂OCH₃ 12-4 Cl CH₂OCH₂CH₃ 12-5 Cl

12-6 Cl CH₂OCH₂CF₃ 12-7 Cl CH₂SCH₃ 12-8 Cl CH₂SCH₂CH₃ 12-9 Cl

12-10 Cl CH₂SCH₂CF₃ 12-11 Cl CH₂SOCH₃ 12-12 Cl CH₂SOCH₂CH₃ 12-13 Cl

12-14 Cl CH₂SOCH₂CF₃ 12-15 Cl CH₂SO₂CH₃ 12-16 Cl CH₂SO₂CH₂CH₃ 12-17 Cl

12-18 Cl CH₂SO₂CH₂CF₃ 12-19 Cl CH₂O(CH₂)₂OCH₃ 12-20 Cl CH₂O(CH₂)₂OCH₂CH₃ 12-21 Cl CH₂O(CH₂)₂OCH₂CF₃ 12-22 Cl CH₂O(CH₂)₂SCH₃ 12-23 Cl CH₂O(CH₂)₂SCH₂CF₃ 12-24 Cl CH₂O(CH₂)₂SOCH₃ 12-25 Cl CH₂O(CH₂)₂SOCH₂CF₃ 12-26 Cl CH₂O(CH₂)₂SO₂CH₃ 12-27 Cl CH₂O(CH₂)₂SO₂CH₂CF₃ 12-28 Cl

12-29 Cl

12-30 Cl CH₂O(CH₂)₂NHSO₂CH₃ 12-31 Cl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 12-32 SCH₃ CH₃ 12-33 SCH₃ CF₃ 12-34 SCH₃ CH₂OCH₃ 12-35 SCH₃ CH₂OCH₂CH₃ 12-36 SCH₃

12-37 SCH₃ CH₂OCH₂CF₃ 12-38 SCH₃ CH₂SCH₃ 12-39 SCH₃ CH₂SCH₂CH₃ 12-40 SCH₃

TABLE 133 physical property compound (melting number R4 R1 point-ND) 12-41 SCH₃ CH₂SCH₂CF₃ 12-42 SCH₃ CH₂SOCH₃ 12-43 SCH₃ CH₂SOCH₂CH₃ 12-44 SCH₃

12-45 SCH₃ CH₂SOCH₂CF₃ 12-46 SCH₃ CH₂SO₂CH₃ 12-47 SCH₃ CH₂SO₂CH₂CH₃ 12-48 SCH₃

12-49 SCH₃ CH₂SO₂CH₂CF₃ 12-50 SCH₃ CH₂O(CH₂)₂OCH₃ 12-51 SCH₃ CH₂O(CH₂)₂OCH₂CH₃ 12-52 SCH₃ CH₂O(CH₂)₂OCH₂CF₃ 12-53 SCH₃ CH₂O(CH₂)₂SCH₃ 12-54 SCH₃ CH₂O(CH₂)₂SCH₂CF₃ 12-55 SCH₃ CH₂O(CH₂)₂SOCH₃ 12-56 SCH₃ CH₂O(CH₂)₂SOCH₂CF₃ 12-57 SCH₃ CH₂O(CH₂)₂SO₂CH₃ 12-58 SCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 12-59 SCH₃

12-60 SCH₃

12-61 SCH₃ CH₂O(CH₂)₂NHSO₂CH₃ 12-62 SCH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 12-63 SCH₂CH₃ CH₃ 12-64 SCH₂CH₃ CF₃ 12-65 SCH₂CH₃ CH₂OCH₃ 12-66 SCH₂CH₃ CH₂OCH₂CH₃ 12-67 SCH₂CH₃

12-68 SCH₂CH₃ CH₂OCH₂CF₃ 12-69 SCH₂CH₃ CH₂SCH₃ 12-70 SCH₂CH₃ CH₂SCH₂CH₃ 12-71 SCH₂CH₃

12-72 SCH₂CH₃ CH₂SOCH₂CH₃ 12-73 SCH₂CH₃ CH₂SO₂CH₃ 12-74 SCH₂CH₃ CH₂SOCH₂CH₃ 12-75 SCH₂CH₃

12-76 SCH₂CH₃ CH₂SOCH₂CF₃ 12-77 SCH₂CH₃ CH₂SO₂CH₃ 12-78 SCH₂CH₃ CH₂SO₂CH₂CH₃ 12-79 SCH₂CH₃

12-80 SCH₂CH₃ CH₂SO₂CH₂CF₃

TABLE 134 physical property compound (melting point number R 

R1

)

indicates data missing or illegible when filed

TABLE 135 physical property com- (melting pound point- number R

R

ND) 12-121 S(CH

)

CH

12-122 S(CH

)

CH

12-123

CH

O(CH

)

NHSO

CH

12-124 S(CH

)

CH

CH

12-125 SC

H

CH₃ 12-126 SC

H

CF₃ 12-127 SC

H

CH₂OCH₃ 12-128 SC

H

CH

OCH₂CH₃ 12-129 SC

H

12-130 SC

H

CH

OCH₂CF₃ 12-131 SC

H

CH₂SCH₃ 12-132 SC

H

CH

SCH

CH₃ 12-133 SC

H

12-134 SC

H

CH

SCH

CF₃ 12-135 SC

H

CH

SOCH

12-136 SC

H

CH

SOCH

CH

12-137 SC

H

12-138 SC

H

CH

SOCH₂CF₃ 12-139 SC

H

CH

SO₂CH₃ 12-140 SC

H

CH

SO

CH₂CH₃ 12-141 SC

H

12-142 SC

H

CH

SO₂CH₂CF₃ 12-143 SC

H

CH₂O(CH

)

OCH₃ 12-144 SC

H

CH

O(CH

)

OCH

CH

12-145 SC

H

CH

O(CH

)

OCH₂CF₃ 12-146 SC

H

CH

O

(CH

)

SCH₃ 12-147 SC

H

CH₂O(CH

)

SCH₂CF₃ 12-148 SC

H

CH₂O(CH

)

SOCH₃ 12-149 SC

H

CH₂O(CH

)

SOCH₂CF₃ 12-150 SC

H

CH₂O(CH

)

SO₂CH₃ 12-151 SC

H

CH₂O(CH

)

SO₂CH₂CF₃ 12-152 SC

H

12-153 SC

H

12-154 SC

H

CH

O(CH

)

NHSO₂CH₃ 12-155 SC

H

CH

O(CH

)

(SO₂CH₃) 12-156 SCH

C

H

CH₃ 12-157 SCH

C

H

CF₃ 12-158 SCH

C

H

CH₂OCH₃ 12-159 SCH

C

H

CH₂OCH₂CH₃ 12-160 SCH

C

H

indicates data missing or illegible when filed

TABLE 136 physi- cal prop- com- erty pound (melt- num- ing

ber R

R

ND) 12-161 SCH

C

H

CH

OCH

CF

12-162 SCH

C

H

CH

SCH

12-163 SCH

C

H

CH

SCH

CH

12-164 SCH

C

H

12-165 SCH

C

H

CH

SCH

CF

12-166 SCH

C

H

CH

SOCH

12-167 SCH

C

H

CH

SOCH

CH

12-168 SCH

C

H

12-169 SCH

C

H

CH

SOCH

CF

12-170 SCH

C

H

CH

SO

CH

12-171 SCH

C

H

CH

SO

CH

CH

12-172 SCH

C

H

12-173 SCH

C

H

CH

SO

CH

CF

12-174 SCH

C

H

CH

O(CH

)

OCH

12-175 SCH

C

H

CH

O(CH

)

OCH

CH

12-176 SCH

C

H

CH

O(CH

OCH

CF

12-177 SCH

C

H

CH

O(CH

)

SCH

12-178 SCH

C

H

CH

O(CH

)

SCH

CF

12-179 SCH

C

H

CH

O(CH

)

SOCH

12-180 SCH

C

H

CH

O(CH

)

SOCH

CF

12-181 SCH

C

H

CH

O(CH

)

SO

CH

12-182 SCH

C

H

CH

O(CH

)

SO

CH

CF

12-183 SCH

C

H

12-184 SCH

C

H

12-185 SCH

C

H

CH

O(CH

)

SO

CH

12-186 SCH

C

H

CH

O(CH

)

CH

SO

CH

) 12-187 1H-pyrazole-1-yl CH

12-188 1H-pyrazole-1-yl CF

12-189 1H-pyrazole-1-yl CH

OCH

12-190 1H-pyrazole-1-yl CH

OCH

CH

12-191 1H-pyrazole-1-yl

12-192 1H-pyrazole-1-yl CH

OCH

CF

12-193 1H-pyrazole-1-yl CH

SCH

12-194 1H-pyrazole-1-yl CH

SCH

CH

12-195 1H-pyrazole-1-yl

12-196 1H-pyrazole-1-yl CH

SCH

CF

12-197 1H-pyrazole-1-yl CH

SOCH

12-198 1H-pyrazole-1-yl CH

SOCH

CH

12-199 1H-pyrazole-1-yl

12-200 1H-pyrazole-1-yl CH

SOCH

CF

indicates data missing or illegible when filed

TABLE 137 physical property (melting compound point- number R4 R1 ND) 12-201 1H-

-1-yl CH₂SO₂CH₃ 12-202 1H-

-1-yl CH₂SO₂CH₂CH₃ 12-203 1H-

-1-yl

12-204 1H-

-1-yl CH₂SO₂CH₂CF₃ 12-205 1H-

-1-yl CH₂O(CH₂)₂OCH₃ 12-206 1H-

-1-yl CH₂O(CH₂)₂OCH₂CH₃ 12-207 1H-

-1-yl CH₂O(CH₂)₂OCH₂CF₃ 12-208 1H-

-1-yl CH₂O(CH₂)₂SCH₃ 12-209 1H-

-1-yl CH₂O(CH₂)₂SCH₂CF₃ 12-210 1H-

-1-yl CH₂O(CH₂)₂SOCH₃ 12-211 1H-

-1-yl CH₂O(CH₂)₂SOCH₂CF₃ 12-212 1H-

-1-yl CH₂O(CH₂)₂SO₂CH₃ 12-213 1H-

-1-yl CH₂O(CH₂)₂SO₂CH₂CF₃ 12-214 1H-

-1-yl

12-215 1H-

-1-yl

12-216 1H-

-1-yl CH₂O(CH₂)₂NHSO₂CH₃ 12-217 1H-

-1-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 12-218 1H-

-1-yl CH₃ 12-219 1H-

-1-yl CF₃ 12-220 1H-

-1-yl CH₂OCH₃ 12-221 1H-

-1-yl CH₂OCH₂CH₃ 12-222 1H-

-1-yl

12-223 1H-

-1-yl CH₂OCH₂CF₃ 12-224 1H-

-1-yl CH₂SCH₃ 12-225 1H-

-1-yl CH₂SCH₂CH₃ 12-226

12-227 1H-

-1-yl CH₂SCH

CF₃ 12-228 1H-

-1-yl CH₂SOCH₃ 12-229 1H-

-1-yl CH₂SOCH₂CH₃ 12-230 1H-

-1-yl

12-231 1H-

-1-yl CH₂SOCH₂CF₃ 12-232 1H-

-1-yl CH₂SO₂CH₃ 12-233 1H-

-1-yl CH₂SO₂CH₂CH₃ 12-234 1H-

-1-yl

12-235 1H-

-1-yl CH₂SO₂CH₂CF₃ 12-236 1H-

-1-yl CH₂O(CH₂)₂OCH₃ 12-237 1H-

-1-yl CH₂O(CH₂)₂OCH₂CH₃ 12-238 1H-

-1-yl CH₂O(CH₂)₂OCH₂CF₃ 12-239 1H-

-1-yl CH₂O(CH₂)₂SCH₃ 12-240 1H-

-1-yl CH₂O(CH₂)₂SCH₂CF₃

indicates data missing or illegible when filed

TABLE 138 physical com- property pound (

number

R1

1H-imidazole- CH

CH(CH

)

SOCH

1-yl

1H-imidazole- CH

O(CH

)

SOCH₂CF₃ 1-yl

1H-imidazole- CH₂O(CH₂)SO₂CH₃ 1-yl

1H-imidazole- CH

O(CH

)

SO₂CH₂CF

1-yl

1H-imidazole- 1-yl

1H-imidazole- 1-yl

1H-imidazole- CH

O(CH

)

NHSO₂CH₃ 1-yl

1H-imidazole- CH

O(CH

)

N(CH

)

(SO₂CH₃) 1-yl

1H-

-1-yl CH₃

1H-

-1-yl CF

1H-

-1-yl CH₂OCH₃

1H--1-yl CH₂OCH

CH

1H--

1-yl

1H-

-1-yl CH

OCH₂CF₃

1H-

-1-yl CH₂SCH₃

1H-

-1-yl CH₂SCH₂CH₃

1H-

-1-yl

1H-

-1-yl CH₂SCH₂CF₃

1H-

-1-yl CH₂SOCH₃

1H-

-1-yl CH

SOCH₂CH₃

1H-

-1-yl

1H-

-1-yl CH₂SOCH₂CF₃

1H-

-1-yl CH₂SO₂CH₃

1H-

-1-yl CH₂SO₂CH

CH₃

1H-

-1-yl

1H-

-1-yl CH₂SO₂CH₂CF₃

1H-

-1-yl CH₂O(CH

)

OCH₂

1H-

-1-yl CH₂O(CH

)

OCH₂CH₃

1H-

-1-yl CH₂O(CH

)

OCH₂CF₃

1H-

-1-yl CH₂O(CH

)

SCH₃

1H-

-1-yl CH₂O(CH

)

OCH₂CF₃

1H-

-1-yl CH₂O(CH

)

SOCH₃

1H-

-1-yl CH₂O(CH₂)₃OCH₂CF₃

1H-

-1-yl CH

O(CH

)

SO₂CH₃

1H-

-1-yl CH

O(CH

)

SO

CH₂CF₃

1H-

-1-yl

1H-

-1-yl

1H-

-1-yl CH

O(CH

)

SO₂CH₃

1H-

-1-yl CH

O(CH

)

N(CH

)

(SO₂CH₃)

1H-

-1-yl CH₃

indicates data missing or illegible when filed

TABLE 139 physical property compound (melting point

number R

R1 ND)

indicates data missing or illegible when filed

TABLE 140 physical property compound (melting number R4 R1 point-ND) 12-321 1H-tetrazole-2-yl CH₂SOCH₃ 12-322 1H-tetrazole-2-yl CH₂SOCH₂CH₃ 12-323 1H-tetrazole-2-yl

12-324 1H-tetrazole-2-yl CH₂SOCH₂CF₃ 12-325 1H-tetrazole-2-yl CH₂SO₂CH₃ 12-326 1H-tetrazole-2-yl CH₂SO₂CH₂CH₃ 12-327 1H-tetrazole-2-yl

12-328 1H-tetrazole-2-yl CH₂SO₂CH₂CF₃ 12-329 1H-tetrazole-2-yl CH₂O(CH₂)₂OCH₃ 12-330 1H-tetrazole-2-yl CH₂O(CH₂)₂OCH₂CH₃ 12-331 1H-tetrazole-2-yl CH₂O(CH₂)₂OCH₂CF₃ 12-332 1H-tetrazole-2-yl CH₂O(CH₂)₂SCH₃ 12-333 1H-tetrazole-2-yl CH₂O(CH₂)₂SCH₂CF₃ 12-334 1H-tetrazole-2-yl CH₂O(CH₂)₂SOCH₃ 12-335 1H-tetrazole-2-yl CH₂O(CH₂)₂SOCH₂CF₃ 12-336 1H-tetrazole-2-yl CH₂O(CH₂)₂SO₂CH₃ 12-337 1H-tetrazole-2-yl CH₂O(CH₂)₂SO₂CH₂CF₃ 12-338 1H-tetrazole-2-yl

12-339 1H-tetrazole-2-yl

12-340 1H-tetrazole-2-yl CH₂O(CH₂)₂NHSO₂CH₃ 12-341 1H-tetrazole-2-yl CH₂O(CH₂)₂N(CH₃)(SO₂CH₃)

TABLE 141

physical property compound (melting point- number R4 R1 ND)

indicates data missing or illegible when filed

TABLE 142 physical property (melting compound point- number R4 R1 ND) 13-41 SCH₃ CH₂SCH₂CF₃ 13-42 SCH₃ CH₂SOCH₃ 13-43 SCH₃ CH₂SOCH₂CH₃ 13-44 SCH₃

13-45 SCH₃ CH₂SOCH₂CF₃ 13-46 SCH₃ CH₂SO₂CH₃ 13-47 SCH₃ CH₂SO₂CH₂CH₃ 13-48 SCH₃

13-49 SCH₃ CH₂SO₂CH₂CF₃ 13-50 SCH₃ CH₂SO₂CH₂CF₃ 13-51 SCH₃ CH₂O(CH₂)₂OCH₂CH₃ 13-52 SCH₃ CH₂O(CH₂)₂OCH₂CF₃ 13-53 SCH₃ CH₂O(CH₂)₂SCH₃ 13-54 SCH₃ CH₂O(CH₂)₂SCH₂CF₃ 13-55 SCH₃ CH₂O(CH₂)₂SOCH₃ 13-56 SCH₃ CH₂O(CH₂)₂SOCH₂CF₃ 13-57 SCH₃ CH₂O(CH₂)₂SO₂CH₃ 13-58 SCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 13-59 SCH₃

13-60 SCH₃

13-61 SCH₃ CH₂O(CH₂)₂NHSO₂CH₃ 13-62 SCH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 13-63 SCH₂CH₃ CH₃ 13-64 SCH₂CH₃ CF₃ 13-65 SCH₂CH₃ CH₂OCH₃ 13-66 SCH₂CH₃ CH₂OCH₂CH₃ 13-67 SCH₂CH₃

13-68 SCH₂CH₃ CH₂OCH₂CF₃ 13-69 SCH₂CH₃ CH₂SCH₃ 13-70 SCH₂CH₃ CH₂SCH₂CH₃ 13-71 SCH₂CH₃

13-72 SCH₂CH₃ CH₂SCH₂CF₃ 13-73 SCH₂CH₃ CH₂SOCH₃ 13-74 SCH₂CH₃ CH₂SOCH₂CH₃ 13-75 SCH₂CH₃

13-76 SCH₂CH₃ CH₂SOCH₂CF₃ 13-77 SCH₂CH₃ CH₂SO₂CH₃ 13-78 SCH₂CH₃ CH₂SO₂CH₂CH₃ 13-79 SCH₂CH₃

13-80 SCH₂CH₃ CH₂SO₂CH₂CF₃

TABLE 143 physical property (melting compound point- number R4 R1 ND) 13-81 SCH₂CH₃ CH₂O(CH₂)₂OCH₃ 13-82 SCH₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 13-83 SCH₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 13-84 SCH₂CH₃ CH₂O(CH₂)₂SCH₃ 13-85 SCH₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 13-86 SCH₂CH₃ CH₂O(CH₂)₂SOCH₃ 13-87 SCH₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 13-88 SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 13-89 SCH₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 13-90 SCH₂CH₃

13-91 SCH₂CH₃

13-92 SCH₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 13-93 SCH₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 13-94 S(CH₂)₂CH₃ CH₃ 13-95 S(CH₂)₂CH₃ CF₃ 13-96 S(CH₂)₂CH₃ CH₂OCH₃ 13-97 S(CH₂)₂CH₃ CH₂OCH₂CH₃ 13-98 S(CH₂)₂CH₃

13-99 S(CH₂)₂CH₃ CH₂OCH₂CF₃ 13-100 S(CH₂)₂CH₃ CH₂SCH₃ 13-101 S(CH₂)₂CH₃ CH₂SCH₂CH₃ 13-102 S(CH₂)₂CH₃

13-103 S(CH₂)₂CH₃ CH₂SCH₂CF₃ 13-104 S(CH₂)₂CH₃ CH₂SOCH₃ 13-105 S(CH₂)₂CH₃ CH₂SOCH₂CH₃ 13-106 S(CH₂)₂CH₃

13-107 S(CH₂)₂CH₃ CH₂SOCH₂CF₃ 13-108 S(CH₂)₂CH₃ CH₂SO₂CH₃ 13-109 S(CH₂)₂CH₃ CH₂SO₂CH₂CH₃ 13-110 S(CH₂)₂CH₃

13-111 S(CH₂)₂CH₃ CH₂SO₂CH₂CF₃ 13-112 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 13-113 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 13-114 S(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 13-115 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 13-116 S(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 13-117 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 13-118 S(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 13-119 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 13-120 S(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃

TABLE 144 physical property com- (melting pound point- number R

R

ND) 12-121 S(CH

)

CH

12-122 S(CH

)

CH

12-123 S(CH

)

CH

CH₂O(CH₃)₂NHSO₂CH₃ 12-124 S(CH

)

CH

CH₂O(CH

)(SO₂CH₃) 12-125 SC

H

CH₃ 12-126 SC

H

CF₃ 12-127 SC

H

CH₂OCH₃ 12-128 SC

H

CH₂OCH₂CH₃ 12-129 SC

H

12-130 SC

H

CH

OCH₂CF₃ 12-131 SC

H

CH₂SCH₃ 12-132 SC

H

CH₂SCH₂CH₃ 12-133 SC

H

12-134 SC

H

CH₂SCH

CF₃ 12-135 SC

H

CH₂SOCH₃ 12-136 SC

H

CH₂SOCH₂CH₃ 12-137 SC

H

12-138 SC

H

CH

SOCH₂CF₃ 12-139 SC

H

CH₂SO₂CH₃ 12-140 SC

H

CH

SO₂CH₂CH₃ 12-141 SC

H

12-142 SC

H

CH₂SO₂CH₂CF₃ 12-143 SC

H

CH

O(CH

)

OCH₃ 12-144 SC

H

CH

O(CH

)

OCH₂CH₃ 12-145 SC

H

CH

O(CH

)

OCH₂CF₃ 12-146 SC

H

CH

O(

)

SCH

12-147 SC

H

CH

O(CH

)

SCH

CF₃ 12-148 SC

H

CH

O(CH

)

SOCH₃ 12-149 SC

H

CH

O(CH

)

SOCH

CF₃ 12-150 SC

H

CH

O(CH

)

SO₂CH₃ 12-151 SC

H

CH

O(CH

)

SO₂CH

CF₃ 12-152 SC

H

12-153 SC

H

12-154 SC

H

CH

O(CH

)

NHSO₂CH₃ 12-155 SC

H

CH

O(CH

)

(SO₂CH₃) 12-156 SCH

C

H

CH₃ 12-157 SCH

C

H

CF₃ 12-158 SCH

C

H

CH

OCH₃ 12-159 SCH

C

H

CH₂OCH₂CH₃ 12-160 SCH

C

H

indicates data missing or illegible when filed

TABLE 145 physical property compound (melting point- number R4 R1 ND) 13-161 SCH₂C

H

CH₂OCH₃CF

13-162 SCH₂C

H

CH₂SCH₂ 13-163 SCH₂C

H

CH

SCH₂CH

13-164 SCH₂C

H

13-165 SCH₂C

H

CH

SCH₂CF

13-166 SCH₂C

H

CH

SOCH

13-167 SCH₂C

H

CH

SOCH₂CH

13-168 SCH₂C

H

13-169 SCH₂C

H

CH

SOCH₂CF

13-170 SCH₂C

H

CH

SO

CH

13-171 SCH₂C

H

CH

SO

CH

CH

13-172 SCH₂C

H

13-173 SCH₂C

H

CH

SO

CH

CF

13-174 SCH₂C

H

CH

O(CH

)

OCH

13-175 SCH₂C

H

CH

O(CH

)

OCH

CH

13-176 SCH₂C

H

CH

O(CH

)

OCH

CF

13-177 SCH₂C

H

CH

O(CH

)

SCH

13-178 SCH₂C

H

CH

O(CH

)

SCH

CF

13-179 SCH₂C

H

CH

O(CH

)

SOCH

13-180 SCH₂C

H

CH

O(CH

)

SOCH

CF

13-181 SCH₂C

H

CH

O(CH

)

SO

CH

13-182 SCH₂C

H

CH

O(CH

)

SO

CH

CF

13-183 SCH₂C

H

13-184 SCH₂C

H

13-185 SCH₂C

H

CH

O(CH

)

NHSO

CH

13-186 SCH₂C

H

CH

O(CH

)

N(CH

)(SO

CH

) 13-187 1H-pyrazole-1-yl CH

13-188 1H-pyrazole-1-yl CF

13-189 1H-pyrazole-1-yl CH

OCH₂ 13-190 1H-pyrazole-1-yl CH

OCH₂CH

13-191 1H-pyrazole-1-yl

13-192 1H-pyrazole-1-yl

13-193 1H-pyrazole-1-yl CH

SCH₂ 13-194 1H-pyrazole-1-yl CH

SCH₂CH

13-195 1H-pyrazole-1-yl

13-196 1H-pyrazole-1-yl CH

SCH₂CF

13-197 1H-pyrazole-1-yl CH

SOCH

13-198 1H-pyrazole-1-yl CH

SOCH₂CH

13-199 1H-pyrazole-1-yl

13-200 1H-pyrazole-1-yl CH

SOCH₂CF

indicates data missing or illegible when filed

TABLE 161 physical property compound

number R13 R1

 4-441 CH₂COCH₃ CH₂SCH₃  4-442 CH₂COCH₃ CH₂SCH₂CH₃  4-443 CH₂COCH₃

 4-444 CH₂COCH₃ CH₂SCH₂CF₃  4-445 CH₂COCH₃ CH₂SOCH₃  4-446 CH₂COCH₃ CH₂SOCH₂CH₃  4-447 CH₂COCH₃

 4-448 CH₂COCH₃ CH₂SOCH₂CF₃  4-449 CH₂COCH₃ CH₂SO₂CH₃  4-450 CH₂COCH₃ CH₂SO₂CH₂CH₃  4-451 CH₂COCH₃

 4-452 CH₂COCH₃ CH₂SO₂CH₂CF₃  4-453 CH₂COCH₃ CH₂O(CH₂)₂OCH₃  4-454 CH₂COCH₃ CH₂O(CH₂)₂OCH₂CH₃  4-455 CH₂COCH₃ CH₂O(CH₂)₂OCH₂CF₃  4-456 CH₂COCH₃ CH₂O(CH₂)₂SCH₃  4-457 CH₂COCH₃ CH₂O(CH₂)₂SCH₂CF₃  4-458 CH₂COCH₃ CH₂O(CH₂)₂SOCH₃  4-459 CH₂COCH₃ CH₂O(CH₂)₂SOCH₂CF₃  4-460 CH₂COCH₃ CH₂O(CH₂)₂SO₂CH₃  4-461 CH₂COCH₃ CH₂O(CH₂)₂SO₂CH₂CF₃  4-462 CH₂COCH₃

 4-463 CH₂COCH₃

 4-464 CH₂COCH₃ CH₂O(CH₂)₂NHSO₂CH₃  4-465 CH₂COCH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 14-466 CH₂COC₆H₅ CH₃ 14-467 CH₂COC₆H₅ CF₃ 14-468 CH₂COC₆H₅ CH₂OCH₃ 14-469 CH₂COC₆H₅ CH₂OCH₂CH₃ 14-470 CH₂COC₆H₅

14-471 CH₂COC₆H₅ CH₂OCH₂CF₃ 14-472 CH₂COC₆H₅ CH₂SCH₃ 14-473 CH₂COC₆H₅ CH₂SCH₂CH₃ 14-474 CH₂COC₆H₅

14-475 CH₂COC₆H₅ CH₂SCH₂CF₃ 14-476 CH₂COC₆H₅ CH₂SOCH₃ 14-477 CH₂COC₆H₅ CH₂SOCH₂CH₃ 14-478 CH₂COC₆H₅

14-479 CH₂COC₆H₅ CH₂SOCH₂CF₃ 14-480 CH₂COC₆H₅ CH₂SO₂CH₃

indicates data missing or illegible when filed

TABLE 162 physical property compound (melting number R 

R1 point 

)

indicates data missing or illegible when filed

TABLE 163

physical property compound (melting number R 

R1 point 

)

indicates data missing or illegible when filed

TABLE 164 physical property compound (melting number R 

R1 point 

)

indicates data missing or illegible when filed

TABLE 165 physical property compound (melting number R13 R1 point-ND) 15-81 (CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 15-82 (CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 15-83 (CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 15-84 (CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 15-85 (CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 15-86 (CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 15-87 (CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 15-88 (CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 15-89 (CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 15-90 (CH₂)₂CH₃

15-91 (CH₂)₂CH₃

15-92 (CH₂)₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 15-93 (CH₂)₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 15-94 CH₂CH═CH₂ CH₃ 15-95 CH₂CH═CH₂ CF₃ 15-96 CH₂CH═CH₂ CH₂OCH₃ 15-97 CH₂CH═CH₂ CH₂OCH₂CH₃ 15-98 CH₂CH═CH₂

15-99 CH₂CH═CH₂ CH₂OCH₂CF₃ 15-100 CH₂CH═CH₂ CH₂SCH₃ 15-101 CH₂CH═CH₂ CH₂SCH₂CH₃ 15-102 CH₂CH═CH₂

15-103 CH₂CH═CH₂ CH₂SCH₂CF₃ 15-104 CH₂CH═CH₂ CH₂SOCH₃ 15-105 CH₂CH═CH₂ CH₂SOCH₂CH₃ 15-106 CH₂CH═CH₂

15-107 CH₂CH═CH₂ CH₂SOCH₂CF₃ 15-108 CH₂CH═CH₂ CH₂SO₂CH₃ 15-109 CH₂CH═CH₂ CH₂SO₂CH₂CH₃ 15-110 CH₂CH═CH₂

15-111 CH₂CH═CH₂ CH₂SO₂CH₂CF₃ 15-112 CH₂CH═CH₂ CH₂O(CH₂)₂OCH₃ 15-113 CH₂CH═CH₂ CH₂O(CH₂)₂OCH₂CH₃ 15-114 CH₂CH═CH₂ CH₂O(CH₂)₂OCH₂CF₃ 15-115 CH₂CH═CH₂ CH₂O(CH₂)₂SCH₃ 15-116 CH₂CH═CH₂ CH₂O(CH₂)₂SCH₂CF₃ 15-117 CH₂CH═CH₂ CH₂O(CH₂)₂SOCH₃ 15-118 CH₂CH═CH₂ CH₂O(CH₂)₂SOCH₂CF₃ 15-119 CH₂CH═CH₂ CH₂O(CH₂)₂SO₂CH₃ 15-120 CH₂CH═CH₂ CH₂O(CH₂)₂SO₂CH₂CF₃

TABLE 166 physical property (melting compound point- number R13 R1 ND) 15-121 CH₂CH

CH

15-122 CH₂CH

CH

15-123 CH₂CH

CH

CH₂O(CH₂)₂NHSO₂CH₃ 15-124 CH₂CH

CH

CH₂O(CH₂)₂N(CH₂)(SO₂CH₃ 15-125 CH₂CH

CH

CH

15-126 CH₂CH

CH

CF₃ 15-127 CH₂CH

CH

CH₂OCH₂ 15-128 CH₂CH

CH

CH₂OCH₂CH

15-129 CH₂CH

CH

15-130 CH₂CH

CH

CH₂OCH

CF

15-131 CH₂CH

CH

CH₂SCH

15-132 CH₂CH

CH

CH

SCH

CH₃ 15-133 CH₂CH

CH

15-134 CH₂CH

CH

CH₂SCH₂CF

15-135 CH₂CH

CH

CH₂SOCH

15-136 CH₂CH

CH

CH

SOCH

CH

15-137 CH₂CH

CH

15-138 CH₂CH

CH

CH

SOCH

CF

15-139 CH₂CH

CH

CH₂SO₂CH₃ 15-140 CH₂CH

CH

CH

SO

CH

CH

15-141 CH

CH

CH

15-142 CH

CH═CH

CH

SO

CH₂CF

15-143 CH₂CH

CH

CH

O(CH₂)₂OCH

15-144 CH

CH

CH

CH

O(CH₂)₂OCH₂CH

15-145 CH

CH

CH

CH

(CH₂)₂OCH₂CF₃ 15-146 CH

CH

CH

CH₂O(CH₂)₂SCH₃ 15-147 CH₂CH

CH

CH₂O(CH₂)₂SCH₂CF

15-148 CH₂CH

CH

CH₂O(CH₂)

SOCH

15-149 CH₂CH

CH

CH₂O(CH

)

SOCH

CF

15-150 CH₂CH

CH

CH₂O(CH

)

SO

CH

15-151 CH₂CH

CH

CH₂O(CH

)

SO

CH

CF

15-152 CH

CH

CH₂

15-153 CH

CH

CH

15-154 CH

CH

CH₂ CH

O(CH

)

NHSO₂CH

15-155 CH

CH

CH

CH₂O(CH₂)₃N(CH

)(SO₃CH₂) 15-156 CH₂C

H

CH

15-157 CH₂C

H

CF

15-158 CH₂C

H

CH

OCH

15-159 CH₂C

H

CH

OCH₂CH₂ 15-160 CH₂C

H

indicates data missing or illegible when filed

TABLE 167 physical property compound (melting number R13 R1 point-ND) 15-161 CH

C

H

CH

OCH

CF 15-162 CH

C

H

CH

SCH

15-163 CH

C

H

CH

SCH

CH

15-164 CH

C

H

15-165 CH

C

H

CH

SCH

CF

15-166 CH

C

H

CH

SOCH

15-167 CH

C

H

CH

S

CH

15-168 CH

C

H

15-169 CH

C

H

CH

SOCH

CF

15-170 CH

C

H

CH

SOO

CH

15-171 CH

C

H

CH

SO

CH

CH

15-172 CH

C

H

15-173 CH

C

H

CH

SO

CH

CF

15-174 CH

C

H

CH

O(CH

)

OCH

15-175 CH

C

H

CH

O(C

)

OCH

CH

15-176 CH

C

H

CH

O(CH

)OCH

CF

15-177 CH

C

H

CH

O(CH

)

SCH

15-178 CH

C

H

CH

CH

)

SCH

CF

15-179 CH

C

H

CH

O(CH

SOCH

15-180 CH

C

H

CH

O(CH₂)₂SOCH₂CF

15-181 CH

C

H

CH

O(CH₂)₂SO₂CH₃ 15-182 CH

C

H

CH

O(CH₂)₂SO₂CH

CF

15-183 CH

C

H

15-184 CH

C

H

15-185 CH

C

H

CH

O(CH

)

NHSO

CH

15-186 CH

C

H

CH

O(CH

)

N(CH₂)(SO₂CH

) 15-187 SO

CH

CH

15-188 SO

CH

CF

15-189 SO

CH

CH

OCH

15-190 SO

CH

CH

OCH

CH

15-191 SO

CH

15-192 SO

CH

CH₂OCH₂CF

15-193 SO

CH

CH₂SCH₂ 15-194 SO

CH

CH₂SCH₂CH₃ 15-195 SO

CH

15-196 SO

CH

CH

SCH

CF

15-197 SO

CH

CH

SOCH

15-198 SO

CH

CH₂SOCH

CH

15-199 SO

CH

15-200 SO

CH

CH₂SOCH₂CF

indicates data missing or illegible when filed

TABLE 168 physical property compound (melting number R13 R1 point-ND) 15-201 SO₂CH₃ CH₃SO₂CH₃ 15-202 SO₂CH₃ CH₂SO₂CH₂CH₃ 15-203 SO₂CH₃

15-204 SO₂CH₃ CH₂SO₂CH₂SF₃ 15-205 SO₂CH₃ CH₂O(CH₂)₂OCH₃ 15-206 SO₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 15-207 SO₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 15-208 SO₂CH₃ CH₂O(CH₂)₂SCH₃ 15-209 SO₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 15-210 SO₂CH₃ CH₂O(CH₂)₂SOCH₃ 15-211 SO₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 15-212 SO₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 15-213 SO₂CH₃ CH₂O(CH₂)₂SO₂CH₃CF₃ 15-214 SO₂CH₃

15-215 SO₂CH₃

15-216 SO₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 15-217 SO₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 15-218 SO₂CH₂CH₃ CH₃ 15-219 SO₂CH₂CH₃ CF₃ 15-220 SO₂CH₂CH₃ CH₂OCH₃ 15-221 SO₂CH₂CH₃ CH₂OCH₂CH₃ 15-222 SO₂CH₂CH₃

15-223 SO₂CH₂CH₃ CH₂OCH₃ 15-224 SO₂CH₂CH₃ CH₂SCH₃ 15-225 SO₂CH₂CH₃ CH₂SCH₂CH₃ 15-226 SO₂CH₂CH₃

15-227 SO₂CH₂CH₃ CH₂SCH₂CF₃ 15-228 SO₂CH₂CH₃ CH₂SOCH₃ 15-229 SO₂CH₂CH₃ CH₂SOCH₂CH₃ 15-230 SO₂CH₂CH₃

15-231 SO₂CH₂CH₃ CH₂SOCH₂CF₃ 15-232 SO₂CH₂CH₃ CH₂SO₂CH₃ 15-233 SO₂CH₂CH₃ CH₂SO₂CH₂CH₃ 15-234 SO₂CH₂CH₃

15-235 SO₂CH₂CH₃ CH₂SO₂CH₂CF₃ 15-236 SO₂CH₂CH₃ CH₂O(CH₂)₂OCH₃ 15-237 SO₂CH₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 15-238 SO₂CH₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 15-239 SO₂CH₂CH₃ CH₂O(CH₂)₂SCH₃ 15-240 SO₂CH₂CH₃ CH₂O(CH₂)₂SCH₂CF₃

TABLE 169 physical property compound (melting number R13 R1 (point-ND) 15-241 SO₂CH₂CH₃ CH₂O(CH₂)₂SOCH₃ 15-242 SO₂CH₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 15-243 SO₂CH₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 15-244 SO₂CH₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 15-245 SO₂CH₂CH₃

15-246 SO₂CH₂CH₃

15-247 SO₂CH₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 15-248 SO₂CH₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 15-249 SO₂(CH₂)₂CH₃ CH₃ 15-250 SO₂(CH₂)₂CH₃ CF₃ 15-251 SO₂(CH₂)₂CH₃ CH₂OCH₃ 15-252 SO₂(CH₂)₂CH₃ CH₂OCH₂CH₃ 15-253 SO₂(CH₂)₂CH₃

15-254 SO₂(CH₂)₂CH₃ CH₂OCH₂CF₃ 15-255 SO₂(CH₂)₂CH₃ CH₂SCH₃ 15-256 SO₂(CH₂)₂CH₃ CH₂SCH₂CH₃ 15-257 SO₂(CH₂)₂CH₃

15-258 SO₂(CH₂)₂CH₃ CH₂SCH₂CF₃ 15-259 SO₂(CH₂)₂CH₃ CH₂SOCH₃ 15-260 SO₂(CH₂)₂CH₃ CH₂SOCH₂CH₃ 15-261 SO₂(CH₂)₂CH₃

15-262 SO₂(CH₂)₂CH₃ CH₂SOCH₂CF₃ 15-263 SO₂(CH₂)₂CH₃ CH₂SO₂CH₃ 15-264 SO₂(CH₂)₂CH₃ CH₂SO₂CH₂CH₃ 15-265 SO₂(CH₂)₂CH₃

15-266 SO₂(CH₂)₂CH₃ CH₂SO₂CH₂CF₃ 15-267 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₃ 15-268 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CH₃ 15-269 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂OCH₂CF₃ 15-270 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₃ 15-271 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SCH₂CF₃ 15-272 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₃ 15-273 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SOCH₂CF₃ 15-274 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₃ 15-275 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂SO₂CH₂CF₃ 15-276 SO₂(CH₂)₂CH₃

15-277 SO₂(CH₂)₂CH₃

15-278 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂NHSO₂CH₃ 15-279 SO₂(CH₂)₂CH₃ CH₂O(CH₂)₂N(CH₃)(SO₂CH₃) 15-280 SO₂C₆H₅ CH₃

TABLE 170 physical property compound (melting number R 

R1 point 

)

indicates data missing or illegible when filed

TABLE 171 physical property compound (melting number R 

R1 point 

)

indicates data missing or illegible when filed

TABLE 172 physical property compound (melting number R 

R1 point 

)

indicates data missing or illegible when filed

TABLE 173 physical property compound (melting number R13 R1 point-ND)

indicates data missing or illegible when filed

TABLE 174 physical property compound (melting number R1

R1 point-N

)  4-441 CH

COCH

CH

SCH

 4-442 CH

COCH

CH

SCH

CH

 4-443 CH

COCH

 4-444 CH

COCH

CH

SCH

CF

 4-445 CH

COCH

CH

SOCH

 4-446 CH

COCH

CH

SOCH

CH

 4-447 CH

COCH

 4-448 CH

COCH

CH

SOCH

CF

 4-449 CH

COCH

CH

SO

CH

 4-450 CH

COCH

CH

SO

CH

CH

 4-451 CH

COCH

 4-452 CH

COCH

CH

SO

CH

CF

 4-453 CH

COCH

CH

O(CH

)

OCH

 4-454 CH

COCH

CH

O(CH

)

OCH

CH

 4-455 CH

COCH

CH

O(CH

)

OCH

CF

 4-456 CH

COCH

CH

O(CH

)

SCH

 4-457 CH

COCH

CH

O(CH

)

SCH

CF

 4-458 CH

COCH

CH

O(CH

)

SOCH

 4-459 CH

COCH

CH

O(CH

)

SOCH

CF

 4-460 CH

COCH

CH

O(CH

)

SO

CH

 4-461 CH

COCH

CH

O(CH

)

SO

CH

CF

 4-462 CH

COCH

 4-463 CH

COCH

 4-464 CH

COCH

CH

O(CH

)

NHSO

CH

 4-465 CH

COCH

CH

O(CH

)

N

CH

SO

CH

) 1

-466 CH

COC

H

CN

1

-467 CH

COC

H

CF

1

-468 CH

COC

H

CH

OCH

1

-469 CH

COC

H

CH

OCH

CH 1

-470 CH

COC

H

1

-471 CH

COC

H

CH

OCH

CF

1

-472 CH

COC

H

CH

SCH

1

-473 CH

COC

H

CH

SCH

CH

1

-474 CH

COC

H

1

-475 CH

COC

H

CH

SCH

CF

1

-476 CH

COC

H

CN

SOCH

1

-477 CH

COC

H

CN

SOCH

CH

1

-478 CH

COC

H

1

-479 CH

COC

H

CH

SOCH

CF

1

-480 CH

COC

H

CH

SO

CH

indicates data missing or illegible when filed

TABLE 175 physical property compound

number R

R1

indicates data missing or illegible when filed

TABLE 176 ¹H NMR (CDCl₃, 300 MHz) 1-1 δ 2.02-2.16(2H, m), 2.49(3H, s), 2.45-2.59(2H, m), 2.70-2.91(2H, m), 7.59(1H, d), 7.74(1H, d), 8.09(1H, s), 9.21(1H, s) 1-19 δ 2.01-2.11(2H, m), 2.45(2H, t), 2.80(2H, t), 3.27(3H, s), 4.83(2H, s), 7.55(1H, d), 7.85(1H, d), 8.11(1H, s), 9.21(1H, s) 1-28 δ 1.77-1.94(2H, m), 2.01-2.36(2H, m), 2.62-2.75(2H, m), 3.87(2H, q), 4.64(2H, s), 7.54(1H, d), 7.61(1H, d), 7.99(1H, s), 9.09(1H, s) 1-66 δ 2.02-2.10(2H, m), 2.44(2H, t), 2.79(2H, t), 3.34(3H, s), 3.42-3.45(2H, m), 3.52- 3.55(2H, m), 4.73(2H, s), 7.65(1H, d), 7.79(1H, d), 8.11(1H, s), 9.21(1H, s) 1-115 δ 1.13(3H, d), 1.72-1.86(1H, m), 2.10-2.16(1H, m), 2.39-2.60(2H, m), 2.48(3H, s), 2.79-2.92(2H, m), 7.60(1H, d), 7.75(1H, d), 8.10(1H, s), 9.21(1H, s) 1-142 δ 1.14(3H, d), 1.73-2.68(5H, m), 3.80(2H, q), 4.84(2H, s), 7.67(1H, d), 7.88(1H, d), 8.12(1H, s), 9.19(1H, s) 1-457 δ 1.12(3H, s), 1.19(1H, s), 1.76-1.89(2H, m), 2.38-2.87(2H, m), 2.44(3H, s), 7.54(1H, d), 7.71(1H, d), 8.07(1H, s), 9.19(1H, s) 1-685 δ 1.26(6H, s), 1.36(6H, s), 2.55(3H, s), 7.60(1H, d), 7.78(1H, d), 8.10(1H, s), 9.22(1H, s) 1-712 δ 1.34(12H, s), 3.84(2H, q), 4.91(2H, s), 7.89(1H, d), 7.91(1H, d), 8.14(1H, s), 9.221(1H, s) 1-799 δ 1.72-2.25(6H, m), 2.47(3H, s), 2.99-3.18(2H, m), 7.61(1H, d), 7.73(1H, d), 8.09(1H, s), 9.21(1H, s) 1-826 δ 1.71-2.07(6H, m), 2.90-3.19(2H, m), 4.84(2H, q), 4.84(2H, s), 7.39(1H, d), 7.88(1H, d), 8.11(1H, s), 9.17(1H, s) 1-913 δ 2.40-2.68(2H, m), 2.44(3H, s), 3.33-3.55(2H, m), 6.21-6.22(1H, m), 6.36- 6.93(2H, m), 6.44-6.47(1H, m), 7.61(1H, d), 7.75(1H, d), 8.10(1H, s), 9.21(1H, s) 2-1 δ 2.71(3H, s), 3.73(3H, s), 7.43(1H, s), 7.84(1H, d), 8.00(1H, d), 8.13(1H, s), 9.25(1H, s) 2-28 δ 3.73(3H, s), 3.93(2H, q), 5.01(1H, s), 7.45(1H, s), 7.99(1H, d), 8.10(1H, d), 8.15(1H, s), 9.24(1H, s) 2-229 δ 1.81(3H, s), 2.59(3H, s), 3.6

(3H, s), 7.76(1H, d), 7.84(1H, d), 8.14(1H, s), 9.26(1H, s) 3-115 δ 1.21-1.40(4H, m), 2.60-2.73(1H, m), 2.66(3H, s), 7.82(1H, d), 7.90(1H, d), 8.11(1H, s), 8.22(1H, s), 9.22(1H, s) 3-343 δ 1.16-1.38(7H, m), 2.30-2.39(1H, m), 2.77(3H, s), 4.10-4.17(2H, q), 7.75(1H, d), 7.85(1H, d), 8.11(1H, s), 9.24(1H, s) 4-115 δ 1.26-1.49(4H, m), 2.38-2.46(1H, m), 2.70(3H, s), 7.85(1H, d), 8.05(1H, d), 8.12(1H, s), 9.23(1H, s) 4-142 δ 1.29-1.36(2H, m), 1.43-1.49(2H, m), 2.33-2.41(1H, m), 3.91(2H, q), 5.00(2H, s), 7.99(1H, d), 8.12(1H, d), 8.14(1H, s), 9.19(1H, s)

indicates data missing or illegible when filed

Biological Test Example Test Example 1 Herbicide Effect Test Against Field Weed (Soil Spray Treatment Before Germination)

Preparing Preparation of Active Compound

Carrier: DMF 5 parts by weight

Emulsifier: benzyloxy polyglycol ether 1 part by weight

A preparation of active compound is obtained as an emulsion by mixing 1 part by weight of active compound with the above amounts of carrier and emulsifier. A prescribed amount of preparation is diluted with water.

In a greenhouse, seeds of field weeds [livid amaranth (Amaranthus), green bristle grass (Setaria)] were sown on the surface layer of 16 cm² pots filled with field soil (sandy loam), and covered with soil. Here, one kind of grass was sown for one pot. Immediately after sowing, the prescribed diluted solutions which were prepared according to the above preparation method of the preparation of respective active compounds were sprayed to soil. After 2 weeks from the treatment, the herbicide effect of each of the compounds was examined. In the evaluation of herbicide effect, complete death was evaluated as 100%, and the case of no herbicide effect was evaluated as 0%. When the herbicide effect is 80% or more, such active compounds are evaluated to have practical utility as a herbicide. Results are shown in Table 177.

TABLE 177 Soil spray treatment before germination Dosage Compound number (g ai/ha) Green bristle grass Livid amaranth 1-1 500 100 100 2-1 500 100 100 2-229 500 100 100 3-343 500 95 100 4-115 500 100 100

Test Example 2 Herbicide Effect Test Against Field Weed (Foliage Spray Treatment after Germination)

In a greenhouse, to 16 cm² pots filled with field soil (sandy loam), seedling plants (2nd-3rd leaf stage) of a field weed (Green bristle grass) were transplanted. After 1 day, the prescribed diluted solutions of preparations of respective active compounds, which were prepared according to the above Test example 1, were sprayed from the upside of the plant body. After 2 weeks from the treatment, the herbicide effect of each of the compounds was examined. Evaluation of herbicidal effect was carried out similarly to Test example 1. Results are shown in Table 178.

TABLE 178 Foliage spray treatment after germination Compound number Dosage (g ai/ha) Green bristle grass 1-36 500 100 1-66 500 90 1-115 500 100 1-457 500 100 3-115 500 100

Test Example 3 Selective Herbicide Effect Test to Field Crop (Soil Spray Treatment Before Germination)

In a greenhouse, seeds of field crops [wheat (Triticum), corn (Zea), soy bean (Glycine)] and weeds [barnyardgrass (Echinochloa), southern crabgrass (Digitaria), livid amaranth (Amaranthus), fat hen (Chenopodium)] were sown on the surface layer of 16 cm² pots filled with field soil (sandy loam), and covered with soil. After 1 day, the prescribed diluted solutions of preparations of respective active compounds, which were prepared according to Test example 1, were sprayed to the soil. After 2 weeks from the treatment, phytotoxicity to crops and herbicide effect of respective compounds were examined. In the evaluation of herbicide effect and phytotoxicity, complete death was evaluated as 100%, and the case of no herbicide effect or no phytotoxicity was evaluated as 0%. When the herbicide effect is 80% or more, such active compounds are evaluated to have practical utility as a herbicide. When phytotoxicity is 20% or less, such active compounds are evaluated to have excellent safety as a herbicide. Results are shown in Table 179.

TABLE 179 Compound Dosage Southern Livid number (g/ha) Wheat Corn Soy bean Barnyardgrass crabgrass amaranth Fat hen 1-1 320 10 0 20 100 100 80 100 1-28 320 0 5 10 100 100 90 100 1-115 320 0 0 10 100 100 90 100 1-685 80 40 30 10 100 100 90 90 1-799 320 0 5 30 90 100 100 90 1-913 320 0 0 0 100 100 100 90 3-115 320 5 10 20 100 100 90 100 3-343 320 0 0 0 90 100 100 100 4-115 320 20 30 0 100 100 100 100

Test Example 4 Selective Herbicide Effect Test to Field Crop (Foliage Spray Treatment after Germination)

In a greenhouse, respective seeds of weeds (barnyardgrass, southern crabgrass, fat hen, and livid amaranth) and crops (wheat, corn, and soy bean) were sown on the surface layer of pots filled with field soil, and covered with soil. After one day and 10 days (average 2nd leaf stage for weeds) from the sowing and covering the seeds with soil, the prescribed diluted solutions of preparations of respective active compounds, which were prepared according to Test example 1, were uniformly sprayed onto the soil surfaces of respective test pots and the foliage parts of the plant bodies.

After 14 days from the spraying, the degree of herbicide effect was examined. Evaluation of herbicide effect and phytotoxicity were carried out similarly to Test example 3.

Results are shown in Table 180.

TABLE 180 Compound Dosage Southern Livid number (g/ha) Wheat Corn Soy bean Barnyardgrass crabgrass amaranth Fat hen 1-36 320 0 10 50 100 100 80 90 1-56 320 0 50 50 100 100 80 90 1-56 320 10 50 50 100 100 100 100 1-457 320 20 50 40 100 100 100 100 2-1 80 0 5 50 100 95 100 90 2-229 320 10 50 60 100 100 100 90

Formulation Example Formulation Example 1 Granule

Water (25 parts) is added to a mixture of compound No. 1-1 (10 parts) of the present invention, bentonite (montmorillonite) (30 parts), talc (58 parts), and lignin sulfonate (2 parts), and the mixture is kneaded well, made into granules of 10-40 mesh with an extrusion granulator, and dried at 40-50° C. to prepare granules.

Formulation Example 2 Granule

Clay mineral grains (95 parts) having particle size distribution of 0.2-2 mm are put into a rotary mixer, and compound No. 1-1 (5 parts) of the present invention is sprayed together with a liquid diluent under revolution, and the grains are uniformly humidified and then dried at 40-50° C. to prepare granules.

Formulation Example 3 Emulsion

Compound No. 1-1 (30 parts) of the present invention, xylene (55 parts), polyoxyethylene alkyl phenyl ether (8 parts), and calcium alkylbenzene sulfonate (7 parts) are mixed and stirred to prepare an emulsion.

Formulation Example 4 Wettable Powder

Compound No. 1-1 (15 parts) of the present invention, a mixture of white carbon (water-containing amorphous silica fine powders) and powder clay (1:5) (80 parts), sodium alkylbenzene sulfonate (2 parts), and sodium alkylnaphthalene sulfonate-formalin polymer (3 parts) are powder-blended to prepare a wettable powder.

Formulation Example 5 Water-Dispersible Granule

Compound No. 1-1 (20 parts) of the present invention, sodium lignin sulfonate (30 parts), bentonite (15 parts), and calcinated diatomaceous earth powder (35 parts) are sufficiently blended, and water is added thereto, and the mixture is extruded and dried through a screen of 0.3 mm to prepare water-dispersible granules. 

What is claimed is:
 1. A triazolylpyridine ketone derivative represented by formula (I)

wherein R¹ represents alkyl, cycloalkyl, cycloalkyl-alkyl, haloalkyl, alkenyl, alkynyl, aryl, aralkyl, alkoxyalkyl, cycloalkyl-alkoxyalkyl, haloalkoxyalkyl, alkenyloxyalkyl, alkynyloxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, cycloalkyl-alkylthioalkyl, cycloalkyl-alkylsulfinylalkyl, cycloalkyl-alkylsulfonylalkyl, haloalkylthioalkyl, haloalkylsulfinylalkyl, haloalkylsulfonylalkyl, alkenylthioalkyl, alkenylsulfinylalkyl, alkenylsulfonylalkyl, alkynylthioalkyl, alkynylsulfinylalkyl, alkynylsulfonylalkyl, alkoxyalkoxyalkyl, cycloalkyl-alkoxyalkoxyalkyl, haloalkoxyalkoxyalkyl, alkenyloxyalkoxyalkyl, alkynyloxyalkoxyalkyl, alkylthioalkoxyalkyl, alkylsulfinylalkoxyalkyl, alkylsulfonylalkoxyalkyl, cycloalkylalkyl-thioalkoxyalkyl, cycloalkyl-alkylsulfinylalkoxyalkyl, cycloalkyl-alkylsulfonylalkoxyalkyl, haloalkylthioalkoxyalkyl, haloalkylsulfinylalkoxyalkyl, haloalkylsulfonylalkoxyalkyl, alkenylthioalkoxyalkyl, alkenylsulfinylalkoxyalkyl, alkenylsulfonlalkoxyalkyl, alkynylthio-alkoxyalkyl, alkynylsulfinylalkoxyalkyl, alkynylsulfonylalkoxyalkyl, cyclic ether-O-alkyl, cyclic ether-alkoxyalkyl, alkylsulfonylaminoalkoxyalkyl, cycloalkyl-alkylsulfonylamino-alkoxyalkyl, haloalkylsulfonylaminoalkoxyalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxy, haloalkoxy, alkoxyalkoxy, or NR²R³, R² and R³ independently represent hydrogen or alkyl, and Q represents

wherein R¹¹ represents alkyl, R¹² represents hydrogen, alkyl, or cycloalkyl, and R¹³ represents hydrogen, alkyl, alkenyl, alkynyl, aralkyl, alkylsulfonyl, substituted phenylsulfonyl, acyl, or acylalkyl.
 2. A compound according to claim 1 wherein R¹ represents C₁₋₆ alkyl, C₃₋₈ cycloakyl, C₃₋₈ cycloalkyl-C₁₋₂ alkyl, C₁₋₆haloalkyl, C₂₋₆ alkenyl, C₂₋₆ alkyl, C₆₋₁₂ aryl, C₆₋₁₂ aryl-C₂₋₆ alkyl, C₁₋₆ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkoxy-C₁₋₄ alkyl, C₂₋₆ alkenyloxy-C₁₋₄ alkyl, C₂₋₆ alkynyloxy-C₁₋₄ alkyl, C₁₋₆ alkylthio-C₁₋₄ alkyl, C₁₋₆ alkylsulfinyl-C₁₋₄ alkyl, C₁₋₆ alkylsulfonyl-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylthio-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₁₋₆ haloalkylthio-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfinyl-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfonyl-C₁₋₄ alkyl, C₂₋₆ alkenylthio-C₁₋₄ alkyl, C₂₋₆ alkenylsulfinyl-C₁₋₄ alkyl, C₂₋₆ alkenylsulfonyl-C₁₋₄ alkyl, C₂₋₆ alkynylthio-C₁₋₄ alkyl, C₂₋₆ alkynylsulfinyl-C₁₋₄ alkyl, C₂₋₆ alkynylsulfonyl-C₁₋₄ alkyl, C₁₋₆ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkenyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkynyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ halo-alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkenyl-thio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkenylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkenylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkynylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkynylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₆ alkynylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₅ cyclic ether-O—C₁₋₄ alkyl, C₂₋₅ cyclic ether-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₈ cycloalkyl-C₁₋₄ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₆ haloalkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl, C₁₋₆ alkoxy, C₁₋₆ haloalkoxy, C₁₋₆ alkoxy-C₁₋₄ alkoxy, or NR²R³, R² and R³ independently represent hydrogen or C₁₋₆ alkyl, and Q represents

wherein R¹¹ represents C₁₋₆ alkyl, R¹² represents hydrogen, C₁₋₆ alkyl, or C₃₋₈ cycloalkyl, and R¹³ represents hydrogen, C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₆₋₁₀ aryl-C₁₋₂ alkyl, C₁₋₆ alkylsulfonyl, substituted phenylsulfonyl, C₁₋₆ alkylcarbonyl, benzoyl, heteroarylcarbonyl, C₁₋₆ alkylcarbonyl-C₁₋₄ alkyl, benzoyl-C₁₋₄ alkyl, or heteroarylcarbonyl-C₁₋₄ alkyl.
 3. A compound according to claim 1 wherein R¹ represents C₁₋₄ alkyl, C₃₋₇ cycloalkyl, C₃₋₇ cycloalkyl-C₁₋₂ alkyl, C₁₋₄ haloalkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₆₋₈ aryl, C₆₋₈ aryl-C₁₋₂ alkyl, C₂₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkoxy C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyloxy-C₁₋₄ alkyl, C₂₋₄ alkynyloxy-C₁₋₄ alkyl, C₁₋₄ alkylthio-C₁₋₄ alkyl, C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylthio-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₁₋₄ haloalkylthio-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonyl-C₁₋₄ alkyl, C₂₋₄ alkenylthio-C₁₋₄ alkyl, C₂₋₄ alkenylsulfinyl-C₁₋₄ alkyl, C₂₋₄ alkenylsulfonyl-C₁₋₄ alkyl, C₂₋₄ alkynylthio-C₁₋₄ alkyl, C₂₋₄ alkynylsulfinyl-C₁₋₄ alkyl, C₂₋₄ alkynylsulfonyl-C₁₋₄ alkyl, C₁₋₄ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl C₁₋₄ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ halo-alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyl-thio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ cyclic ether-O—C₁₋₄ alkyl, C₂₋₄ cyclic ether-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylthio, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄ alkoxy-C₁₋₄ alkoxy or NR²R³, R² and R³ respectively represent hydrogen or C₁₋₄ alkyl, and Q represents

wherein R¹¹ represents C₁₋₄ alkyl, R¹² represents hydrogen, C₁₋₄ alkyl, or C₃₋₇ cycloalkyl, and R¹³ is hydrogen, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₆₋₈ aryl-C₁₋₂ alkyl, C₁₋₄ alkylsulfonyl, substituted phenylsulfonyl, C₁₋₄ alkylcarbonyl, benzoyl, heteroarylcarbonyl, C₁₋₄ alkylcarbonyl-C₁₋₄ alkyl, benzoyl-C₁₋₄ alkyl, or heteroaryl-carbonyl-C₁₋₄ alkyl.
 4. A compound according to claim 2 wherein R¹ represents C₁₋₄ alkyl, C₃₋₇ cycloalkyl, C₃₋₇ cycloalkyl-C₁₋₂ alkyl, C₁₋₄ haloalkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, C₆₋₈ aryl, C₆₋₈ aryl-C₁₋₂ alkyl, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyloxy-C₁₋₄ alkyl, C₂₋₄ alkynyloxy-C₁₋₄ alkyl, C₁₋₄ alkylthio-C₁₋₄ alkyl, C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylthio-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₁₋₄ haloalkylthio-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonyl-C₁₋₄ alkyl, C₂₋₄ alkenylthio-C₁₋₄ alkyl, C₂₋₄ alkenylsulfinyl-C₁₋₄ alkyl, C₂₋₄ alkenylsulfonyl-C₁₋₄ alkyl, C₂₋₄ alkynylthio-C₁₋₄ alkyl, C₂₋₄ alkynylsulfinyl-C₁₋₄ alkyl, C₂₋₄ alkynylsulfonyl-C₁₋₄ alkyl, C₁₋₄ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynyloxy-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ halo-alkylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyl-thio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkenylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylthio-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylsulfinyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ alkynylsulfonyl-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₂₋₄ cyclic ether-O—C₁₋₄ alkyl, C₂₋₄ cyclic ether-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₃₋₇ cycloalkyl-C₁₋₄ alkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonylamino-C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylthio, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄ alkoxy-C₁₋₄ alkoxy or NR²R³, R² and R³ independently represent hydrogen or C₁₋₄ alkyl, and Q represents

wherein R¹¹ represents C₁₋₄ alkyl, R¹² represents hydrogen, C₁₋₄ alkyl, or C₃₋₇ cycloalkyl, and R¹³ is hydrogen, C₁₋₄ alkyl, C₁₋₄ alkenyl, C₂₋₄ alkynyl, C₆₋₈ aryl-C₁₋₂ alkyl, C₁₋₄ alkylsulfonyl, substituted phenylsulfonyl, C₁₋₄ alkylcarbonyl, benzoyl, heteroarylcarbonyl, C₁₋₄ alkylcarbonyl-C₁₋₄ alkyl, benzoyl-C₁₋₄ alkyl, or heteroaryl-carbonyl-C₁₋₄ alkyl.
 5. A composition for controlling a weed comprising at least one compound of the formula (I) according to claim 1 and an extender.
 6. A composition according to claim 5 further comprising a surfactant.
 7. A composition according to claim 5 further comprising an additional herbicide and/or a phytotoxicity-reducing agent.
 8. A method of controlling a weed comprising applying at least one compound of formula (I) according to claim 1 to the weed and/or soil around the weed.
 9. A compound of formula (I) according to claim 1 wherein R¹ represents methyl, and Q represents

wherein R¹¹ represents alkyl, R¹² represents hydrogen or alkyl, and R¹³ represents hydrogen.
 10. A compound of formula (I) according to claim 1 wherein R¹ represents alkyl.
 11. A compound according to claim 1, wherein the compound is 